3-PYRIDYL HETEROBICYCLIC COMPOUND FOR CONTROLLING INVERTEBRATE PESTS

Abstract

The present invention relates to the use of substituted 3-pyridyl heterobicyclic compounds of formula I as agrochemical pesticides. Furthermore, the present invention relates to novel substituted 3-pyridylheterobicyclic compounds of formula I* as well as to processes and intermediates for preparing them, and also to active compound combinations comprising them, to compositions comprising them, and to their use for protecting growing plants from attack or infestation by invertebrate pests. Furthermore, the invention relates to methods of applying the compounds of I, or I*. The present invention also relates to seed comprising such compounds.

Claims

1-15. (canceled)

16: A method for protecting crops, plants, plant propagation material, and/or growing plants from attack or infestation by invertebrate pests comprising contacting or treating the crops, plants, plant propagation material and growing plants, or soil, material, surface, space, area or water in which the crops, plants, plant propagation material is stored or the plant is growing, with a substituted 3-pyridyl heterobicyclic compound of formula I or a salt, stereoisomer, tautomer, or N-oxide thereof ##STR00060## wherein R.sup.1 is H, CN or halogen; and A is a moiety selected from ##STR00061## wherein # denotes the bond to the pyridine ring of formula I; and $ and & mark the connection to a C.sub.3-C.sub.4-alkylene, or C.sub.3-C.sub.4-alkenylene chain, of which none, or one or more C-atoms are independently replaced by a heteroatom O, N, or S, and which forms together with the atoms to which it is bonded an annulated saturated, partially unsaturated, or fully unsaturated carbocyclic, or heterocyclic ring; wherein the N- and/or S-atoms of the chain are independently oxidized, or non-oxidized, and wherein the C-atoms and/or the heteroatoms of the chain are unsubstituted, or substituted by one or more, same or different substituents R.sup.2; wherein R.sup.2 is (i) halogen, CN, NO.sub.2, C.sub.1-C.sub.10-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.2-C.sub.10-alkenyl, C.sub.3-C.sub.8-cycloalkenyl, C.sub.2-C.sub.10-alkynyl, which aliphatic and cycloaliphatic radicals are in each case unsubstituted or substituted with one or more, same or different substituents R.sup.11; OR.sup.12, NR.sup.13aR.sup.13b, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, Si(R.sup.15).sub.2R.sup.16; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.14; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring, wherein said heterocyclic ring comprises one or more, same or different heteroatoms O, N, or S, and is unsubstituted, or substituted with one or more, same or different substituents R.sup.14, and wherein said N- and S-atoms are independently oxidized, or non-oxidized; with the proviso that R.sup.2 is not halogen, if R.sup.2 is bonded to a heteroatom; or (ii) a substituent ##STR00062## wherein denotes the bond to the atom on which R.sup.2 is present; X is NR.sup.3, O, or S; and R.sup.4 is H, CR.sup.5R.sup.6R.sup.7, NR.sup.8R.sup.9, OR.sup.10, or SR.sup.10; or (iii) two R.sup.2 present on one C- or S-atom are together O, S, or NR.sup.3; and wherein R.sup.3 is H, CN, NO.sub.2, C.sub.1-C.sub.10-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.2-C.sub.10-alkenyl, C.sub.2-C.sub.10-alkynyl, which aliphatic and cycloaliphatic radicals are in each case unsubstituted, or substituted with one or more, same or different substituents R.sup.11; OR.sup.12, NR.sup.13aR.sup.13b, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, C(O)R.sup.11, C(O)NR.sup.13aR.sup.13b, C(O)OR.sup.12, C(S)R.sup.11, C(S)NR.sup.13aR.sup.13b, C(S)OR.sup.12, C(S)SR.sup.12, C(NR.sup.13a)R.sup.11, C(NR.sup.13a)NR.sup.13aR.sup.13b; Phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.14; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring wherein said heterocyclic ring comprises one or more, same or different heteroatoms O, N, or S, and is unsubstituted, or substituted with one or more, same or different substituents R.sup.14, and wherein said N- and/or S-atoms, independently of one another, are oxidized, or non-oxidized; R.sup.5, R.sup.6, R.sup.7 are independently H, halogen, CN, NO.sub.2, SCN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl; Si(R.sup.15).sub.2R.sup.16, OR.sup.12, OSO.sub.2R.sup.12, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, NR.sup.13aR.sup.13b, C(O)NR.sup.13aR.sup.13b, C(S)NR.sup.13aR.sup.13b, C(O)OR.sup.12; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.14; a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N or S, wherein said heterocyclic ring is unsubstituted, or substituted with one or more, same or different substituents R.sup.14, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; or R.sup.5 and R.sup.6 together form O, CR.sup.11R.sup.17, S, S(O).sub.nR.sup.12; S(O).sub.nNR.sup.13aR.sup.13b, NR.sup.13a, NOR.sup.12, NNR.sup.13aR.sup.13b, and R.sup.7 is selected from the group above; or R.sup.5 and R.sup.6 together form a 3- to 8-membered saturated or partially unsaturated carbocyclic or heterocyclic ring together with the C-atom to which they are bonded to, and R.sup.7 is selected from the group above; R.sup.8, R.sup.9 are independently H, CN, C.sub.1-C.sub.10-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.2-C.sub.10-alkenyl, C.sub.2-C.sub.10-alkynyl, which aliphatic and cycloaliphatic radicals are unsubstituted or substituted with one or more substituents R.sup.11; OR.sup.12, NR.sup.13aR.sup.13b, S(O).sub.nNR.sup.13aR.sup.13b, C(O)R.sup.11, C(O)NR.sup.13aR.sup.13b, C(O)OR.sup.12, C(S)R.sup.11, C(S)NR.sup.13aR.sup.13b, C(S)OR.sup.12, C(S)SR.sup.12, C(NR.sup.13a)R.sup.11, C(NR.sup.13a)NR.sup.13aR.sup.13b, Si(R.sup.15).sub.2R.sup.16; phenyl, which is unsubstituted or substituted with one or more, same or different substituents R.sup.14; a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring, wherein said heterocyclic ring comprises one or more, same or different heteroatoms O, N, or S, and is unsubstituted or substituted with one or more, same or different substituents R.sup.14, and wherein said N- and/or S-atoms, independently of one another, are oxidized or non-oxidized; or R.sup.8 and R.sup.9 together are part of a C.sub.2-C.sub.7-alkylene, C.sub.2-C.sub.7-alkenylene, or C.sub.2-C.sub.7-alkynylene chain and form a 3- to 8-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring together with the N-atom they are bonded to, wherein none, one or more of the CH.sub.2, CH, or C groups are replaced by one or more, same or different groups CO, CS, O, N or NH, and wherein the C-, and/or N-atoms in the C.sub.2-C.sub.7-alkylene, C.sub.2-C.sub.7-alkenylene, or C.sub.2-C.sub.7-alkynylene chain are unsubstituted, or substituted by one or more, same or different substituents selected from halogen, CN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alky-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl, and phenyl, which groups are unsubstituted, or substituted with one or more, same or different substituents R.sup.11, and wherein the S, and/or N-atoms in the C.sub.2-C.sub.7-alkylene, C.sub.2-C.sub.7-alkenylene or C.sub.2-C.sub.7-alkynylene chain, independently of one another, are oxidized, or non-oxidized; or R.sup.8 and R.sup.9 together form a CHR.sup.17, CR.sup.11R.sup.17, NR.sup.13a or NOR.sup.12 radical; R.sup.10 is H, CN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl; Si(R.sup.15).sub.2R.sup.16, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, NR.sup.13aR.sup.13b, NCR.sup.11R.sup.17, C(O)R.sup.11, C(O)NR.sup.13aR.sup.13b, C(S)NR.sup.13aR.sup.13b, C(O)OR.sup.12; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.14; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N or S, wherein the heterocyclic ring is unsubstituted or substituted with one or more, same or different substituents R.sup.14, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; and wherein R.sup.11 is H, halogen, CN, NO.sub.2, SCN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6 haloalkynyl; Si(R.sup.15).sub.2R.sup.16, OR.sup.20, OSO.sub.2R.sup.20, S(O).sub.nR.sup.20, S(O).sub.nNR.sup.21aR.sup.21b, NR.sup.21aR.sup.21bC(O)NR.sup.21aR.sup.21b, C(S)NR.sup.21aR.sup.21b, C(O)OR.sup.20; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.22, or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N or S, wherein the heterocyclic ring is unsubstituted, or substituted with one or more, same or different substituents R.sup.22, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; or two R.sup.11 present on one C-atom together form O, CR.sup.17R.sup.18, S, S(O).sub.nR.sup.20; S(O).sub.nNR.sup.21aR.sup.21b, NR.sup.21aNOR.sup.20, NNR.sup.21a; or two R.sup.11 form a 3- to 8-membered saturated, or partially unsaturated carbocyclic, or heterocyclic ring together with the C-atoms to which the two R.sup.11 are bonded to; R.sup.12 is H, CN; C.sub.1-C.sub.6-alkyl, which is unsubstituted, or substituted with one or more, same or different substituents selected from CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, OR.sup.20, S(O).sub.nR.sup.20, Si(R.sup.15).sub.2R.sup.16, C(O)OR.sup.20, OC(O)R.sup.19, C(O)NR.sup.21aR.sup.21b, CR.sup.19NOR.sup.20, N[C(O)R.sup.19]S(O).sub.nR.sup.20, phenyl, and C.sub.5-C.sub.6-hetaryl; C.sub.1-C.sub.6-haloalkyl, which is unsubstituted, or substituted with one or more, same or different substituents selected from CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, OR.sup.20, S(O).sub.nR.sup.20, Si(R.sup.15).sub.2R.sup.16, C(O)OR.sup.20, OC(O)R.sup.19, C(O)NR.sup.21aR.sup.21b, CR.sup.19NOR.sup.20, N[C(O)R.sup.19]S(O).sub.nR.sup.20, phenyl, and C.sub.5-C.sub.6-hetaryl; C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, or C.sub.2-C.sub.6-haloalkynyl; C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, or C.sub.3-C.sub.8-halocycloalkyl-C.sub.1-C.sub.4-alkyl, wherein the cyclic moieties are unsubstituted, or substituted with one or more, same or different substituents selected from halogen, CN, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-haloalkoxy, O, and acetal groups thereof based on alcohols, or thiols selected from HOCH.sub.2CH.sub.2OH, HOCH.sub.2CH.sub.2CH.sub.2OH, HOCH.sub.2CH.sub.2SH, HOCH.sub.2CH.sub.2CH.sub.2SH, HSCH.sub.2CH.sub.2SH, HSCH.sub.2CH.sub.2CH.sub.2SH; Si(R.sup.15).sub.2R.sup.16, S(O).sub.nR.sup.20, S(O).sub.nNR.sup.21aR.sup.21b NR.sup.21aR.sup.21b, NCR.sup.17R.sup.18, C(O)R.sup.19, C(O)NR.sup.21aR.sup.21b, C(S)NR.sup.21aR.sup.21b, C(O)OR.sup.20; phenyl, or phenyl-C.sub.1-C.sub.4-alkyl, wherein the aromatic rings are unsubstituted, or substituted with one or more, same or different substituents R.sup.22; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N or S, wherein the heterocyclic ring is directly bonded to the remainder of the molecule, or bonded to the remainder of the molecule via a C.sub.1-C.sub.4-alkyl group, and wherein the heterocyclic ring is unsubstituted, or substituted with one or more, same or different substituents R.sup.22, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; R.sup.13a, R.sup.13b are independently H, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S, C.sub.1-C.sub.6-haloalky-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6 haloalkynyl, S(O).sub.nNR.sup.21aR.sup.21b, C(O)R.sup.19, C(O)OR.sup.20, C(O)NR.sup.21aR.sup.21b, C(S)R.sup.19, C(S)SR.sup.20, C(S)NR.sup.21aR.sup.21b C(NR.sup.21a)R.sup.19; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.22; a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N or S, wherein the heterocyclic ring is unsubstituted, or substituted with one or more, same or different substituents R.sup.22, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; or R.sup.13a and R.sup.13b are together a C.sub.2-C.sub.7 alkylene, or C.sub.2-C.sub.7 alkenylene chain, and form a 3- to 8-membered saturated, partially unsaturated, or fully unsaturated ring together with the N-atom they are bonded to, wherein the C.sub.2-C.sub.7 alkylene chain or C.sub.2-C.sub.7 alkenylene chain contains none, one or more, same or different heteratoms O, S or N, and is substituted or unsubstituted with one or more, same or different substituents selected from halogen, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S, C.sub.1-C.sub.6-haloalkyl-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, and C.sub.2-C.sub.6 haloalkynyl; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.22; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, S, or N, and is substituted or unsubstituted with one or more, same or different substituents R.sup.22, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized or non-oxidized; or R.sup.13a and R.sup.13b together form a CR.sup.17R.sup.18, NR.sup.21, or NOR.sup.20 radical; R.sup.14 is H, halogen, CN, NO.sub.2, SCN, SF.sub.5, C.sub.1-C.sub.10-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.2-C.sub.10-alkenyl, C.sub.2-C.sub.10-alkynyl, wherein the aliphatic and cycloaliphatic radicals are unsubstituted or substituted with one or more, same or different substituents R.sup.19; Si(R.sup.15).sub.2R.sup.16, OR.sup.20, OS(O).sub.nR.sup.20, S(O).sub.nR.sup.20, S(O).sub.nNR.sup.21aR.sup.21b, NR.sup.21aR.sup.21b, C(O)R.sup.19, C(O)OR.sup.20, C(NR.sup.21a)R.sup.19, C(O)NR.sup.21aR.sup.21b, C(S)NR.sup.21aR.sup.21bb; phenyl, which is unsubstituted or substituted with one or more, same or different substituents selected from halogen, CN, NO.sub.2, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, and C.sub.1-C.sub.6-haloalkoxy; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated, or aromatic heterocyclic ring comprising one or more, same or different heteroatoms O, N, or S, which is unsubstituted or substituted with one or more, same or different substituents selected from halogen, CN, NO.sub.2, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, and C.sub.1-C.sub.6-haloalkoxy, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized or non-oxidized; or two R.sup.14 present together on one atom of a partly saturated heterocycle are O, CR.sup.17R.sup.18, NR.sup.21a, NOR.sup.20, or NNR.sup.21a; or two R.sup.14 on adjacent C-atoms form a bridge CH.sub.2CH.sub.2CH.sub.2CH.sub.2, CHCHCHCH, NCHCHCH, CHNCHCH, NCHNCH, OCH.sub.2CH.sub.2CH.sub.2, OCHCHCH.sub.2, CH.sub.2OCH.sub.2CH.sub.2, OCH.sub.2CH.sub.2O, OCH.sub.2OCH.sub.2, CH.sub.2CH.sub.2CH.sub.2, CHCHCH.sub.2, CH.sub.2CH.sub.2O, CHCHO, CH.sub.2OCH.sub.2, CH.sub.2C(O)O, C(O)OCH.sub.2, O(CH.sub.2)O, SCH.sub.2CH.sub.2CH.sub.2, SCHCHCH.sub.2, CH.sub.2SCH.sub.2CH.sub.2, SCH.sub.2CH.sub.2S, SCH.sub.2SCH.sub.2, CH.sub.2CH.sub.2S, CHCHS, CH.sub.2SCH.sub.2, CH.sub.2C(S)S, C(S)SCH.sub.2, S(CH.sub.2)S, CH.sub.2CH.sub.2NR.sup.21a, CH.sub.2CHN, CHCHNR.sup.21a, OCHN, SCHN, wherein the bridge is substituted or unsubstituted with one or more, same or different substituents selected from O, OH, CH.sub.3, OCH.sub.3, halogen, CN, halomethyl, or halomethoxy; R.sup.15, R.sup.16 are independently H, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.4-alkoxy-C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.1-C.sub.4-haloalkoxy-C.sub.1-C.sub.4-alkyl, or phenyl; R.sup.17, R.sup.18 are independently H, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.6-cycloalkyl, C.sub.1-C.sub.2-alkoxy-C.sub.1-C.sub.2-alkyl, phenyl, or benzyl; R.sup.19 is H, halogen, CN, NO.sub.2, OH, SH, SCN, SF.sub.5, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, (CH.sub.3).sub.3Si, (CH.sub.3CH.sub.2).sub.3Si, ((CH.sub.3).sub.3C)(CH.sub.3).sub.2Si, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cyclo-aliphatic radicals are unsubstituted, partially or fully halogenated and/or oxgenated and/or are unsubstituted or substituted by one or more, same or different radicals selected from C.sub.1-C.sub.4 alkoxy; phenyl, benzyl, pyridyl, or phenoxy, wherein the radicals are unsubstituted, partially or fully halogenated and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, (C.sub.1-C.sub.6-alkoxy)carbonyl, (C.sub.1-C.sub.6-alkyl)amino, and di-(C.sub.1-C.sub.6-alkyl)amino; or two R.sup.19 present on the same C-atom are together O, CH(C.sub.1-C.sub.4-alkyl), C(C.sub.1-C.sub.4-alkyl)C.sub.1-C.sub.4-alkyl, N(C.sub.1-C.sub.6-alkyl), or NO(C.sub.1-C.sub.6-alkyl); R.sup.20 is H, CN, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, (CH.sub.3).sub.3Si, (CH.sub.3CH.sub.2).sub.3Si, ((CH.sub.3).sub.3C)(CH.sub.3).sub.2Si, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cycloaliphatic radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or substituted by one or more, same or different radicals selected from C.sub.1-C.sub.4-alkoxy; phenyl, benzyl, pyridyl, or phenoxy, wherein the radicals are unsubstituted, partially or fully halogenated and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, and (C.sub.1-C.sub.6-alkoxy)carbonyl; R.sup.21a, R.sup.21b are independently H, CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkylS(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, (CH.sub.3).sub.3Si, (CH.sub.3CH.sub.2).sub.3Si, ((CH.sub.3).sub.3C)(CH.sub.3).sub.2Si, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkyl-C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cycloaliphatic radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or substituted by one or more, same or different radicals selected from C.sub.1-C.sub.4-alkoxy; phenyl, benzyl, pyridyl, and phenoxy, wherein the radicals are unsubstituted, partially or fully halogenated and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, and (C.sub.1-C.sub.6-alkoxy)carbonyl; or R.sup.21a and R.sup.21b together represent a C.sub.2-C.sub.6 alkylene chain forming a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring together with the N-atom R.sup.21a and R.sup.21b are bonded to, wherein the alkylene chain contains none, or one or more, same or different heteroatoms O, S, or N, and is unsubstituted or substituted with one or more, same or different substituents selected from halogen, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, and C.sub.1-C.sub.4-haloalkoxy, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized or non-oxidized; R.sup.22 is H, halogen, NO.sub.2, CN, OH, SH, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkylS(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, (CH.sub.3).sub.3Si, (CH.sub.3CH.sub.2).sub.3Si, ((CH.sub.3).sub.3C)(CH.sub.3).sub.2Si, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, or C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cyclo-aliphatic radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or are substituted by one or more, same or different radicals selected from C.sub.1-C.sub.4-alkoxy; phenyl, benzyl, pyridyl, or phenoxy, wherein the radicals are unsubstituted, partially or fully halogenated and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, and (C.sub.1-C.sub.6-alkoxy)carbonyl; or two R.sup.22 present together on one atom are O, S, N(C.sub.1-C.sub.6-alkyl), NO(C.sub.1-C.sub.6-alkyl), CH(C.sub.1-C.sub.4-alkyl), or C(C.sub.1-C.sub.4-alkyl)C.sub.1-C.sub.4-alkyl; or two R.sup.22 on two adjacent C-atoms are together a C.sub.2-C.sub.6 alkylene chain or C.sub.2-C.sub.6 alkenylene chain, which form together with the C-atom they are bonded to a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated ring, wherein the alkylene or alkenylene chain contains none, or one or more, same or different heteroatoms selected from O, S, or N, and is unsubstituted or substituted with halogen, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, or C.sub.1-C.sub.4-haloalkoxy, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized or non-oxidized; n is 0, 1, or 2.

17: The method of claim 16, wherein A is a moiety selected from A-1, A-2, A-3, A-4, and A-5, wherein # denotes the bond to the pyridine ring of formula I; and $ and & mark the connection to a C.sub.4-alkylene or C.sub.4-alkenylene chain of which none, or one C-atom is replaced by N, and which forms together with the atoms to which it is bonded an annulated saturated, partially unsaturated, or fully unsaturated 6-membered carbocyclic or heterocyclic ring, wherein the C-atoms and/or the N-atom of the chain are unsubstituted, or substituted by one or more, same or different substituents R.sup.2.

18: The method of claim 16, wherein A is a moiety A-1, A-2, A-3, A-4, or A-5, wherein # denotes the bond to the pyridine ring of formula I; and $ and & mark the connection to a chain, which is selected from ##STR00063## wherein in each case $ marks the connection to the $-position of the moiety A and & marks the connection to the &-position of the moiety A; and wherein the C-atoms and/or the N-atom of the chains are unsubstituted or substituted by one or more, same or different substituents R.sup.2.

19: The method of claim 16, wherein A is a moiety A-1, A-2, A-3, A-4, or A-5; wherein # denotes the bond to the pyridine ring of formula I; and $ and & mark the connection to a chain, which is selected from ##STR00064## wherein in each case $ marks the connection to the $-position of the moiety A, and & marks the connection to the &-position of the moiety A.

20: The method of claim 16, wherein A is a moiety selected from ##STR00065## or A is a moiety selected from ##STR00066## or A is a moiety selected from ##STR00067## or A is a moiety selected from ##STR00068## or A is a moiety selected from ##STR00069##

21: A compound of formula (I*), or a salt, stereoisomer, tautomer, or N-oxide thereof ##STR00070## wherein A is a moiety selected from ##STR00071## and wherein R.sup.1 is H, CN or halogen; and R.sup.2 is (i) halogen, CN, NO.sub.2, C.sub.1-C.sub.10-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.2-C.sub.10-alkenyl, C.sub.3-C.sub.8-cycloalkenyl, C.sub.2-C.sub.10-alkynyl, which aliphatic and cycloaliphatic radicals are in each case unsubstituted or substituted with one or more, same or different substituents R.sup.11; OR.sup.12, NR.sup.13aR.sup.13b, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, Si(R.sup.15).sub.2R.sup.16; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.14; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring, wherein said heterocyclic ring comprises one or more, same or different heteroatoms O, N, or S, and is unsubstituted, or substituted with one or more, same or different substituents R.sup.14, and wherein said N- and S-atoms are independently oxidized, or non-oxidized; with the proviso that R.sup.2 is not halogen, if R.sup.2 is bonded to a heteroatom; or (ii) a substituent ##STR00072## wherein denotes the bond to the atom on which R.sup.2 is present; X is NR.sup.3, O, or S; and R.sup.4 is H, CR.sup.5R.sup.6R.sup.7, NR.sup.8R.sup.9, OR.sup.10, or SR.sup.10; or (iii) two R.sup.2 present on one C- or S-atom are together O, S, or NR.sup.3; and wherein R.sup.3 is H, CN, NO.sub.2, C.sub.1-C.sub.10-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.2-C.sub.10-alkenyl, C.sub.2-C.sub.10-alkynyl, which aliphatic and cycloaliphatic radicals are in each case unsubstituted, or substituted with one or more, same or different substituents R.sup.11; OR.sup.12, NR.sup.13aR.sup.13b, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, C(O)R.sup.11, C(O)NR.sup.13aR.sup.13b, C(O)OR.sup.12, C(S)R.sup.11, C(S)NR.sup.13aR.sup.13b, C(S)OR.sup.12, C(S)SR.sup.12, C(NR.sup.13a)R.sup.11, C(NR.sup.13a)NR.sup.13aR.sup.13b; Phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.14; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring wherein said heterocyclic ring comprises one or more, same or different heteroatoms O, N, or S, and is unsubstituted, or substituted with one or more, same or different substituents R.sup.14, and wherein said N- and/or S-atoms, independently of one another, are oxidized, or non-oxidized; R.sup.5, R.sup.6, R.sup.7 are independently H, halogen, CN, NO.sub.2, SCN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl; Si(R.sup.15).sub.2R.sup.16, OR.sup.12, OSO.sub.2R.sup.12, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, NR.sup.13aR.sup.13b, C(O)NR.sup.13aR.sup.13b, C(S)NR.sup.13aR.sup.13b, C(O)OR.sup.12; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.14; a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N or S, wherein said heterocyclic ring is unsubstituted, or substituted with one or more, same or different substituents R.sup.14, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; or R.sup.5 and R.sup.6 together form O, CR.sup.11R.sup.17, S, S(O).sub.nR.sup.12; S(O).sub.nNR.sup.13aR.sup.13b, NR.sup.13a, NOR.sup.12, NNR.sup.13aR.sup.13b, and R.sup.7 is selected from the group above; or R.sup.5 and R.sup.6 together form a 3- to 8-membered saturated or partially unsaturated carbocyclic or heterocyclic ring together with the C-atom to which they are bonded to, and R.sup.7 is selected from the group above; R.sup.8, R.sup.9 are independently H, CN, C.sub.1-C.sub.10-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.2-C.sub.10-alkenyl, C.sub.2-C.sub.10-alkynyl, which aliphatic and cycloaliphatic radicals are unsubstituted or substituted with one or more substituents R.sup.11; OR.sup.12, NR.sup.13aR.sup.13b, S(O).sub.nNR.sup.13aR.sup.13b, C(O)R.sup.11, C(O)NR.sup.13aR.sup.13b, C(O)OR.sup.12, C(S)R.sup.11, C(S)NR.sup.13aR.sup.13b, C(S)OR.sup.12, C(S)SR.sup.12, C(NR.sup.13a)R.sup.11, C(NR.sup.13a)NR.sup.13aR.sup.13b, Si(R.sup.15).sub.2R.sup.16; phenyl, which is unsubstituted or substituted with one or more, same or different substituents R.sup.14; a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring, wherein said heterocyclic ring comprises one or more, same or different heteroatoms O, N, or S, and is unsubstituted or substituted with one or more, same or different substituents R.sup.14, and wherein said N- and/or S-atoms, independently of one another, are oxidized or non-oxidized; or R.sup.8 and R.sup.9 together are part of a C.sub.2-C.sub.7-alkylene, C.sub.2-C.sub.7-alkenylene, or C.sub.2-C.sub.7-alkynylene chain and form a 3- to 8-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring together with the N-atom they are bonded to, wherein none, one or more of the CH.sub.2, CH, or C groups are replaced by one or more, same or different groups CO, CS, O, N or NH, and wherein the C-, and/or N-atoms in the C.sub.2-C.sub.7-alkylene, C.sub.2-C.sub.7-alkenylene, or C.sub.2-C.sub.7-alkynylene chain are unsubstituted, or substituted by one or more, same or different substituents selected from halogen, CN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alky-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl, and phenyl, which groups are unsubstituted, or substituted with one or more, same or different substituents R.sup.11, and wherein the S, and/or N-atoms in the C.sub.2-C.sub.7-alkylene, C.sub.2-C.sub.7-alkenylene or C.sub.2-C.sub.7-alkynylene chain, independently of one another, are oxidized, or non-oxidized; or R.sup.8 and R.sup.9 together form a CHR.sup.17, CR.sup.11R.sup.17, NR.sup.13a or NOR.sup.12 radical; R.sup.10 is H, CN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl; Si(R.sup.15).sub.2R.sup.16, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, NR.sup.13aR.sup.13b, NCR.sup.11R.sub.17, C(O)R.sub.11, C(O)NR.sup.13aR.sup.13b, C(S)NR.sup.13aR.sup.13b, C(O)OR.sup.12; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.14; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N or S, wherein the heterocyclic ring is unsubstituted or substituted with one or more, same or different substituents R.sup.14, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; and wherein R.sup.11 is H, halogen, CN, NO.sub.2, SCN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6 haloalkynyl; Si(R.sup.15).sub.2R.sup.16, OR.sup.20, OSO.sub.2R.sup.20, S(O).sub.nR.sup.20, S(O).sub.nNR.sup.21aR.sup.21b, NR.sup.21aR.sup.21bC(O)NR.sup.21aR.sup.21b, C(S)NR.sup.21aR.sup.21b, C(O)OR.sup.20; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.22, or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N or S, wherein the heterocyclic ring is unsubstituted, or substituted with one or more, same or different substituents R.sup.22, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; or two R.sup.11 present on one C-atom together form O, CR.sup.17R.sup.18, S, S(O).sub.nR.sup.20; S(O).sub.nNR.sup.21aR.sup.21b, NR.sup.21a, NOR.sup.20, NNR.sup.21a; or two R.sup.11 form a 3- to 8-membered saturated, or partially unsaturated carbocyclic, or heterocyclic ring together with the C-atoms to which the two R.sup.11 are bonded to; R.sup.12 is H, CN; C.sub.1-C.sub.6-alkyl, which is unsubstituted, or substituted with one or more, same or different substituents selected from CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, OR.sup.20, S(O).sub.nR.sup.20, Si(R.sup.15).sub.2R.sup.16, C(O)OR.sup.20, OC(O)R.sup.19, C(O)NR.sup.21aR.sup.21b, CR.sup.19NOR.sup.20, N[C(O)R.sup.19]S(O).sub.nR.sup.20, phenyl, and C.sub.5-C.sub.6-hetaryl; C.sub.1-C.sub.6-haloalkyl, which is unsubstituted, or substituted with one or more, same or different substituents selected from CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, OR.sup.20, S(O).sub.nR.sup.20, Si(R.sup.15).sub.2R.sup.16, C(O)OR.sup.20, OC(O)R.sup.19, C(O)NR.sup.21aR.sup.21b, CR.sup.19NOR.sup.20, N[C(O)R.sup.19]S(O).sub.nR.sup.20, phenyl, and C.sub.5-C.sub.6-hetaryl; C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, or C.sub.2-C.sub.6-haloalkynyl; C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, or C.sub.3-C.sub.8-halocycloalkyl-C.sub.1-C.sub.4-alkyl, wherein the cyclic moieties are unsubstituted, or substituted with one or more, same or different substituents selected from halogen, CN, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-haloalkoxy, O, and acetal groups thereof based on alcohols, or thiols selected from HOCH.sub.2CH.sub.2OH, HOCH.sub.2CH.sub.2CH.sub.2OH, HOCH.sub.2CH.sub.2SH, HOCH.sub.2CH.sub.2CH.sub.2SH, HSCH.sub.2CH.sub.2SH, HSCH.sub.2CH.sub.2CH.sub.2SH; Si(R.sup.15).sub.2R.sup.16, S(O).sub.nR.sup.20, S(O).sub.nNR.sup.21aR.sup.21b NR.sup.21aR.sup.21b, NCR.sup.17R.sup.18, C(O)R.sup.19, C(O)NR.sup.21aR.sup.21b, C(S)NR.sup.21aR.sup.21b, C(O)OR.sup.20; phenyl, or phenyl-C.sub.1-C.sub.4-alkyl, wherein the aromatic rings are unsubstituted, or substituted with one or more, same or different substituents R.sup.22; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N or S, wherein the heterocyclic ring is directly bonded to the remainder of the molecule, or bonded to the remainder of the molecule via a C.sub.1-C.sub.4-alkyl group, and wherein the heterocyclic ring is unsubstituted, or substituted with one or more, same or different substituents R.sup.22, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; R.sup.13a, R.sup.13b are independently H, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S, C.sub.1-C.sub.6-haloalky-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6 haloalkynyl, S(O).sub.nNR.sup.21aR.sup.21b, C(O)R.sup.19, C(O)OR.sup.20, C(O)NR.sup.21aR.sup.21b, C(S)R.sup.19, C(S)SR.sup.20, C(S)NR.sup.21aR.sup.21b C(NR.sup.21a)R.sup.19; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.22; a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N or S, wherein the heterocyclic ring is unsubstituted, or substituted with one or more, same or different substituents R.sup.22, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; or R.sup.13a and R.sup.13b are together a C.sub.2-C.sub.7 alkylene, or C.sub.2-C.sub.7 alkenylene chain, and form a 3- to 8-membered saturated, partially unsaturated, or fully unsaturated ring together with the N-atom they are bonded to, wherein the C.sub.2-C.sub.7 alkylene chain or C.sub.2-C.sub.7 alkenylene chain contains none, one or more, same or different heteratoms O, S or N, and is substituted or unsubstituted with one or more, same or different substituents selected from halogen, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S, C.sub.1-C.sub.6-haloalkyl-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, and C.sub.2-C.sub.6 haloalkynyl; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.22; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, S, or N, and is substituted or unsubstituted with one or more, same or different substituents R.sup.22, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized or non-oxidized; or R.sup.13a and R.sup.13b together form a CR.sup.17R.sup.18, NR.sup.21, or NOR.sup.20 radical; R.sup.14 is H, halogen, CN, NO.sub.2, SCN, SF.sub.5, C.sub.1-C.sub.10-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.2-C.sub.10-alkenyl, C.sub.2-C.sub.10-alkynyl, wherein the aliphatic and cycloaliphatic radicals are unsubstituted or substituted with one or more, same or different substituents R.sup.19; Si(R.sup.15).sub.2R.sup.16, OR.sup.20, OS(O).sub.nR.sup.20, S(O).sub.nR.sup.20, S(O).sub.nNR.sup.21aR.sup.21b, NR.sup.21aR.sup.21b, C(O)R.sup.19, C(O)OR.sup.20, C(NR.sup.21a)R.sup.19, C(O)NR.sup.21aR.sup.21b, C(S)NR.sup.21aR.sup.21b; phenyl, which is unsubstituted or substituted with one or more, same or different substituents selected from halogen, CN, NO.sub.2, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, and C.sub.1-C.sub.6-haloalkoxy; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated, or aromatic heterocyclic ring comprising one or more, same or different heteroatoms O, N, or S, which is unsubstituted or substituted with one or more, same or different substituents selected from halogen, CN, NO.sub.2, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, and C.sub.1-C.sub.6-haloalkoxy, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized or non-oxidized; or two R.sup.14 present together on one atom of a partly saturated heterocycle are O, CR.sup.17R.sup.18, NR.sup.21a, NOR.sup.20, or NNR.sup.21a; or two R.sup.14 on adjacent C-atoms form a bridge CH.sub.2CH.sub.2CH.sub.2CH.sub.2, CHCHCHCH, NCHCHCH, CHNCHCH, NCHNCH, OCH.sub.2CH.sub.2CH.sub.2, OCHCHCH.sub.2, CH.sub.2OCH.sub.2CH.sub.2, OCH.sub.2CH.sub.2O, OCH.sub.2OCH.sub.2, CH.sub.2CH.sub.2CH.sub.2, CHCHCH.sub.2, CH.sub.2CH.sub.2O, CHCHO, CH.sub.2OCH.sub.2, CH.sub.2C(O)O, C(O)OCH.sub.2, O(CH.sub.2)O, SCH.sub.2CH.sub.2CH.sub.2, SCHCHCH.sub.2, CH.sub.2SCH.sub.2CH.sub.2, SCH.sub.2CH.sub.2S, SCH.sub.2SCH.sub.2, CH.sub.2CH.sub.2S, CHCHS, CH.sub.2SCH.sub.2, CH.sub.2C(S)S, C(S)SCH.sub.2, S(CH.sub.2)S, CH.sub.2CH.sub.2NR.sup.21a, CH.sub.2CHN, CHCHNR.sup.21a, OCHN, SCHN, wherein the bridge is substituted or unsubstituted with one or more, same or different substituents selected from O, OH, CH.sub.3, OCH.sub.3, halogen, CN, halomethyl, or halomethoxy; R.sup.15, R.sup.16 are independently H, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.4-alkoxy-C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.1-C.sub.4-haloalkoxy-C.sub.1-C.sub.4-alkyl, or phenyl; R.sup.17, R.sup.18 are independently H, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.6-cycloalkyl, C.sub.1-C.sub.2-alkoxy-C.sub.1-C.sub.2-alkyl, phenyl, or benzyl; R.sup.19 is H, halogen, CN, NO.sub.2, OH, SH, SCN, SF.sub.5, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, (CH.sub.3).sub.3Si, (CH.sub.3CH.sub.2).sub.3Si, ((CH.sub.3).sub.3C)(CH.sub.3).sub.2Si, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cyclo-aliphatic radicals are unsubstituted, partially or fully halogenated and/or oxgenated and/or are unsubstituted or substituted by one or more, same or different radicals selected from C.sub.1-C.sub.4 alkoxy; phenyl, benzyl, pyridyl, or phenoxy, wherein the radicals are unsubstituted, partially or fully halogenated and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, (C.sub.1-C.sub.6-alkoxy)carbonyl, (C.sub.1-C.sub.6-alkyl)amino, and di-(C.sub.1-C.sub.6-alkyl)amino; or two R.sup.19 present on the same C-atom are together O, CH(C.sub.1-C.sub.4-alkyl), C(C.sub.1-C.sub.4-alkyl)C.sub.1-C.sub.4-alkyl, N(C.sub.1-C.sub.6-alkyl), or NO(C.sub.1-C.sub.6-alkyl); R.sup.20 is H, CN, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, (CH.sub.3).sub.3Si, (CH.sub.3CH.sub.2).sub.3Si, ((CH.sub.3).sub.3C)(CH.sub.3).sub.2Si, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cycloaliphatic radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or substituted by one or more, same or different radicals selected from C.sub.1-C.sub.4-alkoxy; phenyl, benzyl, pyridyl, or phenoxy, wherein the radicals are unsubstituted, partially or fully halogenated and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, and (C.sub.1-C.sub.6-alkoxy)carbonyl; R.sup.21a, R.sup.21b are independently H, CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkylS(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, (CH.sub.3).sub.3Si, (CH.sub.3CH.sub.2).sub.3Si, ((CH.sub.3).sub.3C)(CH.sub.3).sub.2Si, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkyl-C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cycloaliphatic radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or substituted by one or more, same or different radicals selected from C.sub.1-C.sub.4-alkoxy; phenyl, benzyl, pyridyl, and phenoxy, wherein the radicals are unsubstituted, partially or fully halogenated and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, and (C.sub.1-C.sub.6-alkoxy)carbonyl; or R.sup.21a and R.sup.21b together represent a C.sub.2-C.sub.6 alkylene chain forming a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring together with the N-atom R.sup.21a and R.sup.21b are bonded to, wherein the alkylene chain contains none, or one or more, same or different heteroatoms O, S, or N, and is unsubstituted or substituted with one or more, same or different substituents selected from halogen, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, and C.sub.1-C.sub.4-haloalkoxy, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized or non-oxidized; R.sup.22 is H, halogen, NO.sub.2, CN, OH, SH, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkylS(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, (CH.sub.3).sub.3Si, (CH.sub.3CH.sub.2).sub.3Si, ((CH.sub.3).sub.3C)(CH.sub.3).sub.2Si, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, or C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cyclo-aliphatic radicals are unsubstituted, partially or fully halogenated and/or oxygenated and/or are substituted by one or more, same or different radicals selected from C.sub.1-C.sub.4-alkoxy; phenyl, benzyl, pyridyl, or phenoxy, wherein the radicals are unsubstituted, partially or fully halogenated and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, and (C.sub.1-C.sub.6-alkoxy)carbonyl; or two R.sup.22 present together on one atom are O, S, N(C.sub.1-C.sub.6-alkyl), NO(C.sub.1-C.sub.6-alkyl), CH(C.sub.1-C.sub.4-alkyl), or C(C.sub.1-C.sub.4-alkyl)C.sub.1-C.sub.4-alkyl; or two R.sup.22 on two adjacent C-atoms are together a C.sub.2-C.sub.6 alkylene chain or C.sub.2-C.sub.6 alkenylene chain, which form together with the C-atom they are bonded to a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated ring, wherein the alkylene or alkenylene chain contains none, or one or more, same or different heteroatoms selected from O, S, or N, and is unsubstituted or substituted with halogen, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, or C.sub.1-C.sub.4-haloalkoxy, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized or non-oxidized; n is 0, 1, or 2.

22: A method for protecting crops, plants, plant propagation material, and/or growing plants from attack or infestation by invertebrate pests comprising contacting or treating the crops, plants, plant propagation material and growing plants, or soil, material, surface, space, area or water in which the crops, plants, plant propagation material is stored or the plant is growing, with the compound of claim 21, wherein R.sup.1 is H or F.

23: The method of claim 16, wherein at least one substituent R.sup.2 is present, and wherein said at least one substituent R.sup.2 is OR.sup.12, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, and wherein R.sup.12 is H; C.sub.1-C.sub.6-alkyl, which is unsubstituted, or substituted with one or more, same or different substituents selected from CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, OR.sup.20, S(O).sub.nR.sup.20, Si(R.sup.15).sub.2R.sup.16, C(O)OR.sup.20, OC(O)R.sup.19, C(O)NR.sup.21aR.sup.21b, CR.sup.19NOR.sup.20, N[C(O)R.sup.19]S(O).sub.nR.sup.20, phenyl, and C.sub.5-C.sub.6-hetaryl; C.sub.1-C.sub.6-haloalkyl, which is unsubstituted, or substituted with one or more, same or different substituents selected from CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, OR.sup.20, S(O).sub.nR.sup.20, Si(R.sup.15).sub.2R.sup.16, C(O)OR.sup.20, OC(O)R.sup.19, C(O)NR.sup.21aR.sup.21b, CR.sup.19NOR.sup.20, N[C(O)R.sup.19]S(O).sub.nR.sup.20, phenyl, and C.sub.5-C.sub.6-hetaryl; C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, wherein the cyclic moieties are unsubstituted, or substituted with one or more, same or different substituents selected from halogen, CN, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-haloalkoxy, O, and acetal groups thereof based on alcohols, or thiols selected from HOCH.sub.2CH.sub.2OH, HOCH.sub.2CH.sub.2CH.sub.2OH, HOCH.sub.2CH.sub.2SH, HOCH.sub.2CH.sub.2CH.sub.2SH, HSCH.sub.2CH.sub.2SH, HSCH.sub.2CH.sub.2CH.sub.2SH; C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl; Phenyl, or phenyl-C.sub.1-C.sub.4-alkyl, wherein the aromatic rings are in each case unsubstituted, or substituted with one or more, same or different substituents R.sup.22; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N or S, wherein the heterocyclic ring is directly bonded to the remainder of the molecule, or bonded to the remainder of the molecule via a C.sub.1-C.sub.4-alkyl group, and wherein the heterocyclic ring is unsubstituted, or substituted with one or more, same or different substituents R.sup.22, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized, R.sup.13a, R.sup.13b are H, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S, C.sub.1-C.sub.6-haloalky-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6 haloalkynyl, S(O).sub.nNR.sup.21aR.sup.21bC(O)R.sup.19, C(O)OR.sup.20, C(O)NR.sup.21aR.sup.21b, C(S)R.sup.19, C(S)SR.sup.20, C(S)NR.sup.21aR.sup.21b, C(NR.sup.21a)R.sup.19; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.22; a 3- to 7-membered saturated, partially unsaturated or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, N, or S, wherein the heterocyclic ring is unsubstituted, or substituted with one or more, same or different substituents R.sup.22, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; or R.sup.13a and R.sup.13b are together a C.sub.2-C.sub.7 alkylene, or C.sub.2-C.sub.7 alkenylene chain, and form a 3- to 8-membered saturated, partially unsaturated, or fully unsaturated ring together with the N-atom they are bonded to, wherein the C.sub.2-C.sub.7 alkylene chain or C.sub.2-C.sub.7 alkenylene chain contains none, or one or more, same or different heteratoms O, S, or N, and is unsubstituted, or substituted with halogen, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S, C.sub.1-C.sub.6-haloalkyl-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6 haloalkynyl; phenyl, which is unsubstituted, or substituted with one or more, same or different substituents R.sup.22; or a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated heterocyclic ring comprising one or more, same or different heteroatoms O, S, or N, wherein the heterocyclic ring is unsubstituted, or substituted with one or more, same or different substituents R.sup.22, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; and wherein all other substituents have the meanings as defined in claim 16.

24: The method of claim 16, wherein R.sup.15, R.sup.16 are independently C.sub.1-C.sub.6 alkyl, or phenyl; R.sup.19 is H, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cycloaliphatic radicals are unsubstituted, partially, or fully halogenated, and/or oxgenated, and/or substituted by one or more, same or different radicals selected from C.sub.1-C.sub.4-alkoxy; phenyl, benzyl, pyridyl, or phenoxy, wherein the radicals are unsubstituted, partially, or fully halogenated, and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, (C.sub.1-C.sub.6-alkoxy)carbonyl, (C.sub.1-C.sub.6-alkyl)amino, and di-(C.sub.1-C.sub.6-alkyl)amino; R.sup.20 is H, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, or C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cycloaliphatic radicals are unsubstituted, partially, or fully halogenated, and/or oxygenated, and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.4-alkoxy; phenyl, benzyl, or pyridyl, wherein the radicals are unsubstituted, partially, or fully halogenated, and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, and (C.sub.1-C.sub.6-alkoxy)carbonyl; R.sup.21a, R.sup.21b are independently H, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, wherein the aliphatic and cycloaliphatic radicals are unsubstituted, partially, or fully halogenated, and/or oxygenated, and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.4-alkoxy; phenyl, benzyl, pyridyl, and phenoxy, wherein the radicals are unsubstituted, partially, or fully halogenated, and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, and (C.sub.1-C.sub.6-alkoxy)carbonyl; or R.sup.21a and R.sup.21b are together a C.sub.2-C.sub.6 alkylene chain forming a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated ring together with the N-atom they are bonded to, wherein the alkylene chain contains none, one or more, same or different heteroatoms O, S, or N, and is unsubstituted, or substituted with one or more, same or different substituents selected from halogen, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, and C.sub.1-C.sub.4-haloalkoxy, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized; and R.sup.22 is H, halogen, NO.sub.2, CN, OH, SH, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkylS(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cycloaliphatic radicals are unsubstituted, partially, or fully halogenated, and/or oxygenated, and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.4-alkoxy, phenyl, benzyl, pyridyl, or phenoxy, wherein the radicals are unsubstituted, partially, or fully halogenated, and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, and (C.sub.1-C.sub.6-alkoxy)carbonyl; or two R.sup.22 present together on one atom are O, S, N(C.sub.1-C.sub.6-alkyl), NO(C.sub.1-C.sub.6-alkyl), CH(C.sub.1-C.sub.4-alkyl), or C(C.sub.1-C.sub.4-alkyl)C.sub.1-C.sub.4-alkyl; or two R.sup.22 on two adjacent C-atoms are together a C.sub.2-C.sub.6 alkylene chain, or C.sub.2-C.sub.6-alkenylene chain, which form together with the C-atom they are bonded to a 3- to 7-membered saturated, partially unsaturated, or fully unsaturated ring, wherein the alkylene, or alkenylene chain contains one or more, same or different heteroatoms O, S, or N, and is unsubstituted, or substituted with one or more, same or different substituents selected from halogen, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, and C.sub.1-C.sub.4-haloalkoxy, and wherein the N- and/or S-atoms of the heterocyclic ring are oxidized, or non-oxidized.

25: The method of claim 16, wherein at least one substituent R.sup.2 is present, and wherein said at least one R.sup.2 is OR.sup.12, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b; and wherein R.sup.12 is C.sub.1-C.sub.6-alkyl, which is unsubstituted, or substituted by one or more, same or different substituents selected from CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, and C.sub.1-C.sub.6-hetaryl; C.sub.1-C.sub.6-haloalkyl, which is unsubstituted or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkylS(O).sub.n, and C.sub.1-C.sub.6-haloalkyl-S(O).sub.n; C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, which is unsubstituted, or substituted with one or more, same or different substituents selected from halogen, and CN; C.sub.1-C.sub.4-alkyl-C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, NR.sup.21aR.sup.21b; R.sup.13a, R.sup.13b are independently C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, or C(O)R.sup.19; R.sup.21a, R.sup.21b are independently H, C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, or C.sub.1-C.sub.6-alkyl-C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cyclo-aliphatic radicals are unsubstituted, partially or fully halogenated, and/or oxygenated, and/or substituted by one or more, same or different substituents selected from C.sub.1-C.sub.4-alkoxy.

26: An agricultural or veterinary composition comprising a compound of claim 21.

27: Method for combating, or controlling invertebrate pests comprising contacting the invertebrate pests, or their food supply, habitat or breeding grounds with a pesticidally effective amount of a compound I of claim 21.

28: Method for protecting crops, plants, plant propagation material, and/or growing plants from attack or infestation by invertebrate pests comprising contacting or treating the crops, plants, plant propagation material and growing plants, or soil, material, surface, space, area or water in which the crops, plants, plant propagation material is stored or the plant is growing, with a compound of claim 21.

29: Seed treated with a compound of claim 21.

Description

EXAMPLES

A. Preparation Examples

[0811] With appropriate modification of the starting materials, the procedures as described in the synthesis examples below were used to obtain further compounds of formula I-B, I-C, I-D, I-E, I-H, I-I, or I-K. The compounds obtained in this manner are listed in the tables that follow, together with physical data.

[0812] The products shown below were characterized by melting point determination, by NMR spectroscopy or by the masses ([m/z]) or retention time (RT; [min.]) via HPLC-MS or HPLC spectrometry.

[0813] HPLC-MS=high performance liquid chromatography-coupled mass spectrometry;

[0814] Method A: Phenomenex Kinetex 1.7 m XB-C18 100A; 502.1 mm; mobile phase: A: water+0.1% trifluoroacetic acid (TFA); B: acetonitrile+0.1% TFA; gradient: 5-100% B in 1.50 minutes; 100% B 0.20 min; flow: 0.8-1.0 ml/min in 1.50 minutes at 60 C. MS: quadrupole electrospray ionization, 80 V (positive mode).

[0815] Method B: YMC-PACK ODS-A; 503.0 mm; mobile phase: A: water+0.1% formic acid; B: acetonitrile+0.1% formic acid; gradient: 10-100% B in 1.50 minutes; 100% B 2.00 minutes min; flow: 1.2 ml/min in 1.50 minutes at 40 C. MS: quadrupole electrospray ionization, 80 V (positive mode).

A.1 Preparation Examples for Compounds of Formula I-B

Example 1: Preparation of 5-methoxy-2-(3-pyridyl)indazole I-B4

[0816] To a solution of 2-methoxy-5-nitrobenzaldehyde (500 mg, 2.76 mmol) in i-PrOH (12.5 mL) was added 3-aminopyridine (290 mg, 3.04 mmol) in one portion and the resulting solution was heated to 80 C. under N.sub.2 for 4h. The mixture was cooled to 20 to 25 C. and tri-n-butylphosphine (1.68 g, 2.07 mL, 8.28 mmol) was added in one portion followed by stirring at 80 C. under N.sub.2 for 16h. The mixture was cooled to 20 to 25 C. and diluted with EtOAc (50 mL). The organics were washed with ammonium chloride (30 mL), brine (30 ml), dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (heptane/EtOAc) to afford 5-methoxy-2-(3-pyridyl)indazole (280 mg, 45%) as a white solid (HPLC/MS: Rt=0.751 min; m/z=225.9).

Example 2.1: Preparation of 5-bromo-2-(3-pyridyl)indazole

[0817] To a solution of 5-bromo-2-nitrobenzaldehyde (5.00 g, 21.74 mmol) in i-PrOH (75 mL) was added 3-aminopyridine (2.25 g, 23.91 mmol) in one portion and the resulting solution was heated to 80 C. under N.sub.2 for 4h. The mixture was cooled to 20 to 25 C. and tri-n-butylphosphine (13.19 g, 16.29 mL, 65.21 mmol) was added in one portion followed by stirring at 80 C. under N.sub.2 for 16h. The mixture was cooled to 20 to 25 C. and diluted with EtOAc (100 mL). The organics were washed with ammonium chloride (100 mL), brine (100 ml), dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (heptane/EtOAc) to afford 5-bromo-2-(3-pyridyl)indazole (4.40 g, 74%) as a white solid (HPLC/MS: Rt=0.966 min; m/z=275.9).

Example 2.2: Preparation of 5-(2-ethoxyethylsulfanyl)-2-(3-pyridyl)indazole I-B5

[0818] To a solution of 5-bromo-2-(3-pyridyl)indazole (274 mg, 1.0 mmol) in dioxane (2 mL) under N2 was added Hnig's base (0.34 mL, 2.0 mmol), Pd.sub.2(dba).sub.3 (23 mg, 0.03 mmol), Xantphos (29 mg, 0.05 mmol) and 2-ethoxyethanethiol (106 mg, 0.120 mL, 1.0 mmol). The mixture was refluxed for 15h. The reaction mixture was filtered over Celite and concentrated. The residue was purified by silica gel chromatography (Cyclohexane/EtOAc) to afford 5-(2-ethoxyethylsulfanyl)-2-(3-pyridyl)indazole (201 mg, 67%) as a off-white solid (HPLC/MS: Rt=0.998 min; m/z=299.9).

[0819] A.2 Preparation Examples for Compounds of Formula I-C

Example 3.1: Preparation of 4-bromo-2-(3-pyridyl)indazole

[0820] To a solution of 6-bromo-2-nitrobenzaldehyde (5.00 g, 21.74 mmol) in i-PrOH (75 mL) was added 3-aminopyridine (2.25 g, 23.91 mmol) in one portion and the resulting solution was heated to 80 C. under N.sub.2 for 16h. The mixture was cooled to 20 to 25 C. and tri-n-butylphosphine (13.19 g, 16.29 mL, 65.21 mmol) was added in one portion followed by stirring at 80 C. under N.sub.2 for 16h. The mixture was cooled to 20 to 25 C. and diluted with EtOAc (100 mL). The organics were washed with ammonium chloride (100 mL), brine (100 ml), dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (heptane/EtOAc) to afford 5-bromo-2-(3-pyridyl)indazole (1.30 g, 22%) as a white solid (HPLC/MS: Rt=0.960 min; m/z=275.9).

Example 3.2: Preparation of 4-(2-ethoxyethylsulfanyl)-2-(3-pyridyl)indazole I-C1

[0821] To a solution of 4-bromo-2-(3-pyridyl)indazole (500 mg, 1.82 mmol) in dioxane (4 mL) under N.sub.2 was added Hnig's base (0.62 mL, 3.64 mmol), Pd.sub.2(dba).sub.3 (50 mg, 0.06 mmol), Xantphos (53 mg, 0.09 mmol) and 2-ethoxyethanethiol (193 mg, 0.920 mL, 1.8 mmol). The mixture was refluxed for 15h. The reaction mixture was filtered over Celite and concentrated. The residue was purified by silica gel chromatography (Cyclohexane/EtOAc) to afford 4-(2-ethoxyethylsulfanyl)-2-(3-pyridyl)indazole (460 mg, 84%) as an off-white solid (HPLC/MS: Rt=1.025 min; m/z=299.8).

A.3 Preparation Examples for Compounds of Formula I-D

Example 4: Preparation of 5-methoxy-2-(3-pyridyl)pyrazolo[4,3-b]pyridine I-D57

[0822] A suspension of 5-methoxy-1H-pyrazolo[4,3-b]pyridine (1.50 g, 10.0 mmol), 3-pyridylboronic acid (1.30 g, 11.0 mmol) and Cu(OAc).sub.2 (320 mg, 2.0 mmol) in pyridine (50 mL) was refluxed under N.sub.2 for 24h. The reaction mixture was concentrated under reduced pressure. The residue was diluted with EtOAc (50 mL), washed with sat. ammonium chloride (220 mL) and brine (20 mL). The organic layer was dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (heptane/EtOAc) to afford 5-methoxy-2-(3-pyridyl)pyrazolo[4,3-b]pyridine (723 mg, 32%) as a beige solid (HPLC/MS: Rt=0.772 min; m/z=227.0).

Example 5.1: Preparation of 2-(3-pyridyl)-4H-pyrazolo[4,3-b]pyridin-5-one hydrochloride

[0823] To a solution of 5-methoxy-2-(3-pyridyl)pyrazolo[4,3-b]pyridine (10.0 g, 44.2 mmol) in TH F (100 mL) was added conc. HCl (37%, 20 mL). The mixture was stirred at RT for 15h. The precipitate was filtered and dried to give 2-(3-pyridyl)-4H-pyrazolo[4,3-b]pyridin-5-one hydrochloride (9.7 g, 39.1 mmol) as a white solid which was used in the next step without further purification (HPLC/MS: Rt=0.485 min; m/z=213.0).

Example 5.2: Preparation 5-chloro-2-(3-pyridyl)pyrazolo[4,3-b]pyridine hydrochloride

[0824] 2-(3-pyridyl)-4H-pyrazolo[4,3-b]pyridin-5-one hydrochloride (4.30 g, 18.292 mmol) was dissolved in POCl.sub.3 (50 mL) and stirred at 130 C. for 5h and at RT for 16h. The remaining of POCl.sub.3 was removed by distillation. The residue was suspended in H.sub.2O (70 mL) at RT and stirred for 1h. The solid was filtered, washed with water and dried to give 5-chloro-2-(3-pyridyl)pyrazolo[4,3-b]pyridine hydrochloride (4.00 g, 83%) as a yellow solid (HPLC/MS: Rt=0.824 min; m/z=231.0).

Example 5.3: Preparation of 5-(2-methyl-2-methylsulfonyl-propoxy)-2-(3-pyridyl)pyrazolo[4,3-b]pyridine I-D59

[0825] To a suspension of NaH (60% in mineral oil, 130 mg, 3.25 mmol) in THF (13 mL) at RT was added 2-methyl-2-methylsulfonyl-propan-1-ol (444 mg, 3.25 mmol). The mixture was stirred at RT for 30 min. 5-Chloro-2-(3-pyridyl)pyrazolo[4,3-b]pyridine hydrochloride (537 mg, 2.011 mmol) was added and the reaction was refluxed for 2h. The mixture was concentrated, diluted with CH.sub.2Cl.sub.2 (50 mL), washed with water (20 mL). The organic layer was dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (heptane/EtOAc) to afford 5-(2-methyl-2-methylsulfonyl-propoxy)-2-(3-pyridyl)pyrazolo[4,3-b]pyridine (420 mg, 56%) as a beige solid (HPLC/MS: Rt=0.790 min; m/z=347.1).

Example 6: Preparation of 5-(2-ethoxyethylsulfanyl)-2-(3-pyridyl)pyrazolo[4,3-b]pyridine I-D16

[0826] To a suspension of NaH (60% in mineral oil, 140 mg, 3.50 mmol) in THF (15 mL) at RT was added 2-ethoxyethanethiol (280 mg, 2.64 mmol). The mixture was stirred at RT for 30 min. 5-Chloro-2-(3-pyridyl)pyrazolo[4,3-b]pyridine hydrochloride (200 mg, 0.749 mmol) was added and the reaction was refluxed for 2h. The mixture was concentrated, diluted with CH.sub.2Cl.sub.2 (50 mL), washed with water (20 mL). The organic layer was dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (heptane/EtOAc) to afford 5-(2-ethoxyethylsulfanyl)-2-(3-pyridyl)pyrazolo[4,3-b]pyridine (140 mg, 69%) as a white solid (HPLC/MS: Rt=0.899 min; m/z=301.0).

Example 7: Preparation of 5-(2-ethoxyethylsulfinyl)-2-(3-pyridyl)pyrazolo[4,3-b]pyridine I-D39

[0827] To a solution of 5-(2-ethoxyethylsulfanyl)-2-(3-pyridyl)pyrazolo[4,3-b]pyridine (400 mg, 1.332 mmol) in CH.sub.2CO.sub.2 (25 mL) at 0 C. was added metachloroperbenzoic acid (77%, 300 mg, 1.339 mmol) and the clear solution was stirred at 0 C. for 30 min. The reaction mixture was diluted with CH.sub.2CO.sub.2 (50 mL), washed with sat. NaHCO.sub.3 (20 mL) and brine (20 mL). The organic layer was dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (cyclohexane/EtOAc) to afford 5-(2-ethoxyethylsulfinyl)-2-(3-pyridyl)pyrazolo[4,3-b]pyridine (375 mg, 89%) as a beige solid (HPLC/MS: Rt=0.742 min; m/z=317.0).

Example 8: Preparation of 5-(2-ethoxyethylsulfonyl)-2-(3-pyridyl)indazole

[0828] To a solution of 5-(2-ethoxyethylsulfinyl)-2-(3-pyridyl)pyrazolo[4,3-b]pyridine (200 mg, 0.634 mmol) in CH.sub.2CO.sub.2 (12 mL) at 0 C. was added metachloroperbenzoic acid (77%, 150 mg, 0.670 mmol) and the clear solution was stirred at 0 C. for 30 min. The reaction mixture was diluted with CH.sub.2CO.sub.2 (30 mL), washed with sat. NaHCO.sub.3 (15 mL) and brine (15 mL). The organic layer was dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (cyclohexane/EtOAc) to afford 5-(2-ethoxyethylsulfonyl)-2-(3-pyridyl)pyrazolo[4,3-b]pyridine (193 mg, 92%) as a beige solid (HPLC/MS: Rt=0.742 min; m/z=317.0).

A.4 Preparation Examples for Compounds of Formula I-E

Example 9.1: Preparation of 6-chloro-2-(3-pyridyl)imidazo[1,2-b]pyridazine

[0829] 6-chloropyridazin-3-amine (3.0 g, 23.16 mmol) and 2-bromo-1-(3-pyridyl)ethanone hydrobromide (6.5 g, 23.14 mmol) were suspended in EtOH (85 mL). Triethylamine (7.0 mL, 50.25 mmol) was added and the reaction mixture was refluxed under N.sub.2 for 3h and stirred at RT for 16h. The reaction mixture was poored on water/ice (ca. 300 mL), adjusted to pH 6 with sat. ammonium chloride. The brown solid was filtered and purified by silica gel chromatography (CH.sub.2CO.sub.2/MeOH) to afford 6-chloro-2-(3-pyridyl)imidazo[1,2-b]pyridazine (1.0 g, 19%) as a off-white solid (HPLC/MS: Rt=0.664 min; m/z=231.0).

Example 9.2: Preparation of 2-(3-pyridyl)-6-(2,2,2-trifluoroethoxy)imidazo[1,2-b]pyridazine I-E14

[0830] To a suspension of NaH (60% in mineral oil, 160 mg, 4.0 mmol) in THF (15 mL) at RT was added 2,2,2-trifluoroethanol (300 mg, 3.0 mmol). The mixture was stirred at RT for 30 min. 6-chloro-2-(3-pyridyl)imidazo[1,2-b]pyridazine (400 mg, 1.73 mmol) was added and the reaction was refluxed for 15h. The mixture was diluted with MTBE (50 mL), washed with sat. ammonium chloride (20 mL) and water (20 mL). The organic layer was dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was suspended in Et.sub.2O (7 mL), cooled to 0 C. and stirred for 2h. Filtration afforded 2-(3-pyridyl)-6-(2,2,2-trifluoroethoxy)imidazo[1,2-b]pyridazine (310 mg, 61%) as a white solid (HPLC/MS: Rt=0.779 min; m/z=295.1).

A.5 Preparation Examples for Compounds of Formula I-H

Example 10.1: Preparation of N-(2-chloro-6-methoxy-3-pyridyl)pyridine-3-carboxamide

[0831] To a solution of 2-chloro-6-methoxy-pyridin-3-amine (890 mg, 5.61 mmol) and triethylamine (2.35 mL, 16.84 mmol) in CH.sub.2Cl.sub.2 (20 mL) at 0 C. was added pyridine-3-carbonyl chloride hydrochloride (1.50 g, 8.42 mmol) and the mixture was allowed to reach RT over 1h and was further stirred at RT for 16h. The reaction mixture was diluted with CH.sub.2Cl.sub.2 (30 mL) washed with water (20 mL). The organic layer was dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography CH.sub.2Cl.sub.2/MeOH) to afford N-(2-chloro-6-methoxy-3-pyridyl)pyridine-3-carboxamide (1.06 g, 72%) as a beige solid (HPLC/MS: Rt=0.699 min; m/z=263.8).

Example 10.2: Preparation of 5-methoxy-2-(3-pyridyl)thiazolo[5,4-b]pyridine I-H4

[0832] N-(2-chloro-6-methoxy-3-pyridyl)pyridine-3-carboxamide (300 mg, 1.14 mmol) was dissolved in pyridine (5 mL) under N.sub.2 at RT. Phosphorus sulfide (250 mg, 1.14 mmol) was added and the reaction mixture was stirred at 110 C. for 18h. After cooling to RT, the reaction mixture was diluted with CH.sub.2Cl.sub.2 (50 mL), washed with sat. NaHCO.sub.3 (20 mL), sat. ammonium chloride (20 mL) and brine (20 mL). The organic layer was dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (cyclohexane/EtOAc) to afford 5-methoxy-2-(3-pyridyl)thiazolo[5,4-b]pyridine (70 mg, 25%) as a beige solid (HPLC/MS: Rt=0.842 min; m/z=244.3).

[0833] A.6 Preparation Examples for Compounds of Formula I-I

Example 11: Preparation of 6-methoxy-2-(3-pyridyl)-1,3-benzoxazole I-11

[0834] Nicotinic acid (500 mg, 4.06 mmol) and 2-amino-5-methoxyphenol (780 mg, 5.60 mmol) were dissolved in 1,2-dichlorobenzen (20 mL) at 120 C. Hexamethyldisiloxane (5.23 g, 32.3 mmol) and P.sub.2O.sub.5 (1.21 g, 8.53 mmol) were added and the reaction mixture was stirred at 180 C. under microwave irradiation for 2h. The reaction mixture was concentrated in vacuo and purified by silica gel chromatography (cyclohexane/EtOAc) to afford 6-methoxy-2-(3-pyridyl)-1,3-benzoxazole (477 mg, 52%) as a beige solid (HPLC/MS: Rt=0.867 min; m/z=227.0).

[0835] A.7 Preparation Examples for Compounds of Formula I-K

Example 12: Preparation of 5-methoxy-2-(3-pyridyl)oxazolo[5,4-b]pyridine I-K1

[0836] To a solution of N-(2-chloro-6-methoxy-3-pyridyl)pyridine-3-carboxamide (300 mg, 1.14 mmol) in DME (10 mL) at RT under N.sub.2 was added Cs.sub.2CO.sub.3 (560 mg, 1.71 mmol), CuI (20 mg, 0.11 mmol) and 1,10-phenantroline (20 mg, 0.11 mmol). The reaction mixture was stirred at 80 C. for 16h. After cooling to RT, the reaction mixture was diluted with CH.sub.2Cl.sub.2 (50 mL) and washed with water (20 mL). The organic layer was dried over MgSO.sub.4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography CH.sub.2Cl.sub.2/MeOH) to afford 6-methoxy-2-(3-pyridyl)-1,3-benzoxazole (180 mg, 70%) as a beige solid (HPLC/MS: Rt=0.814 min; m/z=227.9).

[0837] The following compounds of formula I-B, wherein D and R.sup.1 are in each case H, were obtained in the same manner as described in the Preparation Examples A.1 for compounds of formula I-B:

TABLE-US-00003 TABLE I-B Physical data (HPLC-MS) Comp. Y B Rt [min] M/z [MH].sup.+ Method I-B1 O B.sup.1 0.706 289.0 A I-B2 SO CH.sub.2CH.sub.2OCH.sub.2CH.sub.3 0.743 316.0 A I-B3 O B.sup.2 0.692 303.1 A I-B4 O CH.sub.3 0.879 NA A I-B5 S CH.sub.2CH.sub.2OCH.sub.2CH.sub.3 0.998 299.9 A I-B6 S CH.sub.2CH.sub.2C(O)OCH.sub.3 0.936 314.1 A

##STR00038##

[0838] The following compounds of formula I-C, wherein D and R.sup.1 are in each case H, were obtained in the same manner as described in the Preparation Examples A.2 for compounds of formula I-C:

##STR00039##

TABLE-US-00004 TABLE I-C Physical data (HPLC-MS) Comp. Y B Rt [min] M/z [MH].sup.+ Method I-C1 S CH.sub.2CH.sub.2OCH.sub.2CH.sub.3 1.025 299.8 A I-C2 O CH.sub.3 0.779 225.8 A I-C3 SO CH.sub.2CH.sub.2OCH.sub.2CH.sub.3 0.802 315.7 A I-C4 SO.sub.2 CH.sub.2CH.sub.2OCH.sub.2CH.sub.3 0.879 332.0 A

[0839] The following compounds of formula I-D, wherein D and R.sup.1 are in each case H, were obtained in the same manner as described in the Preparation Examples A.3 for compounds of formula I-D:

##STR00040##

TABLE-US-00005 TABLE I-D Physical data (HPLC-MS) Comp. Y B Rt [min] M/z [MH].sup.+ Method I-D1 O CH.sub.2CH.sub.3 0.805 241.1 A I-D2 O CH.sub.2CH.sub.2SCH.sub.3 0.940 287.1 A I-D3 O CH.sub.2CH.sub.2CH.sub.2S(O)CH.sub.2CH.sub.2CF.sub.3 1.243 399.3 A I-D4 SO.sub.2 CH.sub.2CH.sub.2CH.sub.2CH.sub.2CH.sub.3 2.167 315.0 B I-D5 S B.sup.3 3.260 387.0 B I-D6 O B.sup.4 0.920 285.0 A I-D7 O CH.sub.2c-C.sub.3H.sub.5 0.831 267.0 A I-D8 O CH.sub.2CH.sub.2OCH.sub.3 0.730 271.1 A I-D9 O CH.sub.2CCH 0.884 251.0 A I-D10 S CH.sub.2CHCH.sub.2 1.000 268.8 A I-D11 O CH(CH.sub.2OCH.sub.2CF.sub.3)CH.sub.2CH.sub.3 1.122 367.1 A I-D12 S CH.sub.2CF.sub.3 1.055 311.0 A I-D13 O c-C.sub.5H.sub.9 1.076 281.1 A I-D14 O CH.sub.2CF.sub.2CF.sub.2H 1.005 327.0 A I-D15 O CH.sub.2CH(OCH.sub.2CH.sub.3).sub.2 0.998 329.2 A I-D16 S CH.sub.2CH.sub.2OCH.sub.2CH.sub.3 0.899 301.0 A I-D17 S CH(CH.sub.3).sub.2 1.609 271.2 B I-D18 O CH(CH.sub.3)(CH.sub.2CH.sub.3) 1.035 269.1 A I-D19 O CH(CH.sub.3)CCH 0.942 265.2 A I-D20 S CH.sub.3 0.868 243.1 A I-D21 SO CH(CH.sub.3).sub.2 0.747 287.0 A I-D22 O B.sup.5 0.897 353.1 A I-D23 S CH(CH.sub.3)CH(CH.sub.3).sub.2 1.843 299.3 B I-D24 S c-C.sub.5H.sub.9 1.769 297.3 B I-D25 S CH.sub.2CH.sub.3 1.483 257.2 B I-D26 O CH.sub.2CH.sub.2S(O)CH.sub.3 0.685 303.0 A I-D27 O CH.sub.2CH.sub.2SCH(CH.sub.3).sub.2 2.880 315.1 B I-D28 S CH.sub.2CH.sub.2CH(CH.sub.3).sub.2 1.869 299.3 B I-D29 O CH.sub.2CH.sub.2Si(CH.sub.3).sub.3 3.393 313.2 B I-D30 O CH.sub.2CH.sub.2S(O).sub.2CH.sub.3 0.699 319.1 A I-D31 O B.sup.6 1.192 417.0 A I-D32 S B.sup.7 3.673 375.0 B I-D33 O B.sup.8 0.868 292.1 A I-D34 O B.sup.9 1.074 335.1 A I-D35 O B.sup.10 1.589 309.2 B I-D36 O CH.sub.2CH.sub.2CH.sub.2SCH.sub.2CH.sub.2CF.sub.3 1.703 383.3 B I-D37 O CH.sub.2CH.sub.2CH.sub.2S(O)CH.sub.3 1.620 317.0 B I-D38 O CH(CH.sub.3).sub.2 0.991 255.1 A I-D39 SO CH.sub.2CH.sub.2OCH.sub.2CH.sub.3 0.742 317.0 A I-D40 O CH.sub.2CH.sub.2SCF.sub.3 1.110 341.0 A I-D41 O CH.sub.2CHF.sub.2 0.909 277.0 A I-D42 O B.sup.11 0.990 303.0 A I-D43 O CH.sub.2CHCH.sub.2 0.934 253.0 A I-D44 O CH.sub.2CF.sub.3 0.994 295.0 A I-D45 O c-C.sub.4H.sub.7 1.006 267.0 A I-D46 SO.sub.2 CH.sub.2CH.sub.2OCH.sub.2CH.sub.3 0.805 333.0 A I-D47 S CH(CH.sub.3).sub.2 1.035 271.0 A I-D48 O CH(CH.sub.3)CH.sub.2OCHCH.sub.2 0.996 297.0 A I-D49 O B.sup.12 0.969 325.1 A I-D50 O B.sup.13 0.767 269.0 A I-D51 O B.sup.14 0.770 313.2 A I-D52 O CH(CH.sub.3)CH.sub.2(OCH.sub.3) 0.866 285.1 A I-D53 S CH(C.sub.6H.sub.5)CH.sub.3 1.763 333.3 B I-D54 SO CH.sub.2CH.sub.2CH(CH.sub.3).sub.2 2.140 315.0 B I-D55 O CH.sub.2CH.sub.2S(O)CH(CH.sub.3).sub.2 1.787 331.1 B I-D56 O CH.sub.2CH.sub.2N[C(O)CF.sub.3]S(O).sub.2CH.sub.3 0.907 414.2 A I-D57 O CH.sub.3 0.772 227.0 A I-D58 O CH(CH.sub.3)CF.sub.3 1.033 309.2 A I-D59 O CH.sub.2C(CH.sub.3).sub.2(S(O).sub.2CH.sub.3) 0.814 347.0 A I-D60 O CH.sub.2CH.sub.2CH.sub.2SCH.sub.3 2.613 301.2 B I-D61 S CH.sub.2CH.sub.2CH.sub.2CH.sub.2CH.sub.3 1.889 299.3 B I-D62 O B.sup.15 3.220 387.2 B I-D63 SO.sub.2 CH(CH.sub.3).sub.2 0.807 303.0 A I-D64 SO CH.sub.2CF.sub.3 0.816 327.0 A I-D65 O B.sup.16 1.052 313.1 A I-D66 O CH.sub.2CH(CH.sub.3)CH.sub.2SCH.sub.3 1.649 315.2 B I-D67 O B.sup.17 1.289 297.4 B I-D68 O CH.sub.2CH(CH.sub.3)CH.sub.2S(O)CH.sub.3 1.103 331.2 B

[0840] The following compounds of formula I-E, wherein D and R.sup.1 are in each case H, were obtained in the same manner as described in the Preparation Examples A.4 for compounds of formula I-E:

##STR00041##

TABLE-US-00006 TABLE I-E Physical data (HPLC-MS) Rt M/z Comp. Y B [min] [MH].sup.+ Method I-E1 S CH.sub.2CH.sub.3 0.789 257.1 A I-E2 O CH.sub.2CH(OCH.sub.3)CH.sub.3 0.702 285.1 A I-E3 O CH.sub.2CH.sub.2SCH.sub.3 0.750 287.1 A I-E4 O CH.sub.2CH.sub.2CHCH.sub.2 0.796 267.1 A I-E5 SO CH.sub.2CH.sub.3 0.551 273.0 A I-E6 O B.sup.10 0.827 309.0 A I-E7 O CH.sub.2c-C.sub.3H.sub.5 0.787 267.1 A I-E8 S CH.sub.2C(O)NH(CH.sub.3) 0.566 300.0 A I-E9 O CH.sub.2C(O)NHS(O).sub.2CH.sub.3 0.548 348.0 A I-E10 S CH.sub.2CH.sub.2OCH.sub.3 0.715 287.0 A I-E11 O B.sup.11 0.774 302.9 A I-E12 S CH.sub.2CHCH.sub.2 0.799 268.8 A I-E13 S CH.sub.2C(CHNOH)CH.sub.3 0.680 300.0 A I-E14 O CH.sub.2CF.sub.3 0.780 294.7 A I-E15 SO CH.sub.2CH.sub.2OCH.sub.2CH.sub.3 0.631 317.1 A I-E16 SO CH.sub.2CF.sub.3 0.870 326.7 A I-E17 S CH.sub.2CH.sub.2CH.sub.2SCH.sub.2CHCH.sub.2 0.956 342.7 A I-E18 O CH.sub.3 0.832 227.0 B I-E19 S CHCH.sub.3C(O)OCH.sub.2CH.sub.3 0.806 329.0 A I-E20 O CH(CH.sub.3).sub.2 0.863 255.0 B I-E21 O c-C.sub.5H.sub.9 0.856 281.1 A I-E22 O CH.sub.2CH(CH.sub.3).sub.2 0.847 269.1 A I-E23 O CH.sub.2CCH 0.684 251.1 A I-E24 O B.sup.18 0.779 338.1 A I-E25 S B.sup.19 0.662 307.0 A I-E26 S CH.sub.2CH.sub.2OCH.sub.2CH.sub.3 0.774 301.0 A I-E27 O B.sup.9 0.863 335.0 A I-E28 O CH.sub.2CF.sub.2CF.sub.2H 0.798 327.0 A I-E29 O CH.sub.2CH.sub.2OH 0.565 257.0 A I-E30 O CH.sub.2CH.sub.2OC(O)cC.sub.3H.sub.5 0.768 325.1 A I-E31 SO.sub.2 CH.sub.2CF.sub.3 0.691 342.7 A I-E32 S CH.sub.2CH.sub.2C(O)OCH.sub.2CH.sub.3 0.806 329.0 A I-E33 O CH.sub.2CH.sub.3 0.727 241.1 A I-E34 S CH(CH.sub.3).sub.2 0.851 271.1 A I-E35 O CH.sub.2CH.sub.2CH.sub.3 0.798 254.8 A I-E36 O B.sup.17 0.695 296.8 A I-E37 S CH.sub.2CF.sub.3 0.812 310.7 A I-E38 O B.sup.20 0.636 305.0 A I-E39 SO CH.sub.2CH.sub.2OCH.sub.3 0.578 302.8 A I-E40 O B.sup.8 0.695 292.1 A I-E41 O CH.sub.2CH.sub.2F 0.668 259.1 A

[0841] The following compounds of formula I-H, wherein D and R.sup.1 are in each case H, were obtained in the same manner as described in the Preparation Examples A.5 for compounds of formula I-H:

##STR00042##

TABLE-US-00007 TABLE I-H Physical data (HPLC-MS) Comp. Y B Rt [min] M/z [MH].sup.+ Method I-H1 O CH(CH.sub.3).sub.2 0.897 272.1 A I-H2 O CH.sub.2CH.sub.3 0.875 258.0 A I-H3 O CH.sub.2CH.sub.2SCH.sub.3 0.799 303.9 A I-H4 O CH.sub.3 0.842 244.3 A

[0842] The following compounds of formula I-I, wherein D and R.sup.1 are in each case H, were obtained in the same manner as described in the Preparation Examples A.6 for compounds of formula I-I:

##STR00043##

TABLE-US-00008 TABLE I-I Physical data (HPLC-MS) Comp. Y B Rt [min] M/z [MH].sup.+ Method I-11 O CH.sub.3 0.746 227.0 A

[0843] The following compounds of formula I-K, wherein D and R.sup.1 are in each case H, were obtained in the same manner as described in the Preparation Examples A.7 for compounds of formula I-K:

##STR00044##

TABLE-US-00009 TABLE I-K Physical data (HPLC-MS) Comp. Y B Rt [min] M/z [MH].sup.+ Method I-K1 O CH.sub.3 0.814 227.9 A

[0844] In the above tables I-B, I-C, I-D, I-E, I-H, I-I, and I-K, the groups B.sup.1 to B.sup.20 have the following meanings, wherein designates the bond to the Y-group of the compounds of formulae I-B, I-C, I-D, I-E, I-H, I-I, and I-K, respectively.

##STR00045## ##STR00046##

B. Biological Examples

[0845] The activity of the compounds of formula I of the present invention could be demonstrated and evaluated in biological tests described in the following.

[0846] If not otherwise specified the test solutions were prepared as follows:

[0847] The active compound was dissolved at the desired concentration in a mixture of 1:1 (vol:vol) distilled water: acetone. The test solution was prepared at the day of use and in general at concentrations of ppm (wt/vol).

B.1 Cowpea Aphid (Aphis craccivora)

[0848] Potted cowpea plants colonized with 100-150 aphids of various stages were sprayed after the pest population had been recorded. Population reduction was assessed after 24, 72, and 120 hours.

[0849] In this test, the compounds I-K1, I-1, I-E1, I-C1, I-B1, I-B2, I-B3, I-C3, I-H4, I-C4, I-B5, I-E5, I-B6, I-E8, I-D9, I-E10, I-E12, I-D13, I-E13, I-D14, I-E15, I-D15, I-E16, I-E17, I-D17, I-E18, I-E18, I-D19, I-E20, I-D22, I-D23, I-D24, I-D25, I-D26, I-E26, I-E30, I-D30, I-D31, I-E31, I-E33, I-E34, I-E37, I-E39, I-D40, I-D41, I-D43, I-D44, I-D45, I-D48, I-D49, I-D51, I-D52, I-D53, I-D57, I-D58, I-D59 and I-D65, respectively, at 500 ppm showed a mortality of at least 75% in comparison with untreated controls.

B.2 Cotton Aphid (Aphis gossypii, Mixed Life Stages)

[0850] The active compounds were formulated in cyclohexanone as a 10,000 ppm solution supplied in 1.3 ml ABgene tubes. These tubes were inserted into an automated electrostatic sprayer equipped with an atomizing nozzle and they served as stock solutions for which lower dilutions were made in 1:1 (vol:vol) water: acetone. A nonionic surfactant (Kinetic) was included in the solution at a volume of 0.01% (v/v).

[0851] Cotton plants at the cotyledon stage were infested with aphids prior to treatment by placing a heavily infested leaf from the main aphid colony on top of each cotyledon. Aphids were allowed to transfer overnight to accomplish an infestation of 80-100 aphids per plant and the host leaf was removed. The infested plants were then sprayed by an automated electrostatic plant sprayer equipped with an atomizing spray nozzle. The plants were dried in the sprayer fume hood, removed from the sprayer, and then maintained in a growth room under fluorescent lighting in a 24-hr photoperiod at 25 C. and 20-40% relative humidity. Aphid mortality on the treated plants, relative to mortality on untreated control plants, was determined after 5 days.

[0852] In this test, the compounds 1-K1, I-H1, I-E1, I-D1, I-C1, I-B1, I-D2, I-E2, I-H2, I-B2, I-E3, I-E4, I-E5, I-B6, I-D7, I-E7, I-D8, I-E8, I-D9, I-E10, I-D11, I-E11, I-D12, I-D13, I-D14, I-E14, I-D15, I-D16, I-E17, I-D17, I-E18, I-D18, I-D19, I-D20, I-E21, I-D22, I-E22, I-D23, I-E23, I-D24, I-D25, I-D26, I-E26, I-D30, I-E33, I-E36, I-E37, I-D38, I-E39, I-D39, I-D40, I-D41, I-D42, I-D43, I-D44, I-D45, I-D46, I-D47, I-D48, I-D49, I-D50, I-D51, I-D52, I-D57, I-D58 and I-D59, respectively, at 300 ppm showed a mortality of at least 75% in comparison with untreated controls.

B.3 Silverleaf Whitefly (Bemisia argentifolii, Adult)

[0853] The active compounds were formulated in cyclohexanone as a 10,000 ppm solution supplied in 1.3 ml ABgene tubes. These tubes were inserted into an automated electrostatic sprayer equipped with an atomizing nozzle and they served as stock solutions for which lower dilutions were made in 1:1 (vol:vol) water: acetone. A nonionic surfactant (Kinetic) was included in the solution at a volume of 0.01% (v/v).

[0854] Cotton plants at the cotyledon stage (one plant per pot) were sprayed by an automated electrostatic plant sprayer equipped with an atomizing spray nozzle. The plants were dried in the sprayer fume hood and then removed from the sprayer. Each pot was placed into a plastic cup and 10 to 12 whitefly adults (approximately 3-5 days 2) were introduced. The insects were collected using an aspirator and 0.6 cm, nontoxic Tygon tubing (R-3603) connected to a barrier pipette tip. The tip, containing the collected insects, was then gently inserted into the soil containing the treated plant, allowing insects to crawl out of the tip to reach the foliage for feeding. Cups were covered with a reusable screened lid (150-micron mesh polyester screen PeCap from Tetko, Inc.). Test plants were maintained in a growth room at 25 C. and 20-40% relative humidity for 3 days, avoiding direct exposure to fluorescent light (24 hour photoperiod) to prevent trapping of heat inside the cup. Mortality was assessed 3 days after treatment, compared to untreated control plants.

[0855] In this test, the compounds I-K1, I-H1, I-E1, I-D1, I-C1, I-B1, I-D2, I-E2, I-H2, I-B2, I-C2, I-E3, I-C3, I-C4, I-E4, I-B4, I-E5, I-E6, I-B6, I-D7, I-D8, I-D9, I-E9, I-D10, I-D11, I-E11, 1-E12, I-D12, I-D13, I-D14, I-E14, I-D15, I-E16, I-E17, I-D17, I-E18, I-D18, I-D19, I-D20, I-D21, I-E21, I-D22, I-E22, I-D23, I-E23, I-D24, I-E25, I-D26, I-E26, I-D31, I-E33, I-E34, I-E35, I-E36, I-E37, I-D38, I-D39, I-D40, I-D41, I-D42, I-D43, I-D44, I-D45, I-D46, I-D47, I-D48, I-D49, I-D50, I-D51, I-D52, I-D53, I-D57, I-D58, I-D59, I-D63 and I-D64, respectively, at 300 ppm showed a mortality of at least 75% in comparison with untreated controls.

B.4 Vetch Aphid (Megoura viciae)

[0856] The active compounds were formulated in 3:1 (vol:vol) water: DMSO with different concentrations of formulated compounds.

[0857] Bean leaf disks were placed into microtiterplates filled with 0.8% agar-agar and 2.5 ppm OPUS. The leaf disks were sprayed with 2.5 l of the test solution and 5 to 8 adult aphids were placed into the microtiter plates which were then closed and kept at 231 C. and 505% relative humidity under fluorescent light for 6 days. Mortality was assessed on the basis of vital, reproduced aphids. Aphid mortality and fecundity was then visually assessed.

[0858] In this test, the compounds 1-K1, I-H1, I-E1, I-D1, I-C1, I-B1, I-D2, I-E2, I-H2, I-B2, I-C2, I-H3, I-B3, I-E3, I-C3, I-C4, I-B5, I-E5, I-D7, I-E7, I-D8, I-E8, I-D9, I-D10, I-E10, I-D11, I-E11, 1-E12, I-D12, I-D13, I-D14, I-E14, I-E15, I-D15, I-E16, I-D16, I-E17, I-D17, I-E18, I-D18, I-D19, I-D20, I-E20, I-D21, I-D22, I-E22, I-D23, I-E23, I-D24, I-D25, I-D26, I-E26, I-D27, I-E27, I-D28, I-E28, I-D29, I-E29, I-D30, I-D31, I-E31, I-D32, I-D33, I-E33, I-E34, I-D34, I-D35, I-E35, I-D36, I-E37, I-D38, I-D39, I-E40, I-D40, I-D41, I-E41, I-D42, I-D43, I-D44, I-D45, I-D46, I-D47, I-D48, I-D49, I-D50, I-D51, I-D52, I-D53, I-D57, I-D58, I-D59, I-D60, I-D61, I-D62, I-D63, I-D64, I-D65, I-D66, I-D67 and I-D68, respectively, at 800 ppm showed a mortality of at least 75% in comparison with untreated controls.

B.5 Green Peach Aphid (Myzus persicae)

[0859] The active compounds were formulated in cyclohexanone as a 10,000 ppm solution supplied in 1.3 ml ABgene tubes. These tubes were inserted into an automated electrostatic sprayer equipped with an atomizing nozzle and they served as stock solutions for which lower dilutions were made in 1:1 (vol:vol) water: acetone. A nonionic surfactant (Kinetic) was included in the solution at a volume of 0.01% (v/v).

[0860] Bell pepper plants at the first true-leaf stage were infested prior to treatment by placing heavily infested leaves from the main colony on top of the treatment plants. Aphids were allowed to transfer overnight to accomplish an infestation of 30-50 aphids per plant and the host leaves were removed. The infested plants were then sprayed by an automated electrostatic plant sprayer equipped with an atomizing spray nozzle. The plants were dried in the sprayer fume hood, removed, and then maintained in a growth room under fluorescent lighting in a 24 hour photoperiod at 25 C. and 20-40% relative humidity. Aphid mortality on the treated plants, relative to mortality on untreated control plants, was determined after 5 days.

[0861] In this test, the compounds I-K1, I-H1, I-E1, I-D1, I-C1, I-B1, I-D2, I-E2, I-H2, I-B2, I-H3, I-E3, I-C3, I-E4, I-E5, I-C6, I-D7, I-E7, I-D8, I-E8, I-D9, I-E10, I-D11, I-E11, 1-E12, I-D12, I-E13, I-D14, I-E14, I-D15, I-D16, I-E17, I-D17, I-E18, I-D18, I-E19, I-D19, I-D20, I-E20, I-D21, I-E21, I-D22, I-E22, I-D23, I-E23, I-D24, I-D25, I-D26, I-E26, I-E29, I-D30, I-E33, I-E34, I-E35, I-E36, I-E37, I-D38, I-E38, I-E39, I-D39, I-D40, I-D41, I-D42, I-D43, I-D44, I-D45, I-D46, I-D47, I-D48, I-D49, I-D50, I-D51, I-D52, I-D53, I-D57, I-D58 and I-D59, respectively, at 300 ppm showed a mortality of at least 75% in comparison with untreated controls.

B.6 Boll Weevil (Anthonomus grandis)

[0862] The compounds were formulated in 3:1 (vol:vol) water: DMSO.

[0863] For evaluating control of boll weevil (Anthonomus grandis) the test unit consisted of 24-well-microtiter plates containing an insect diet and 20-30 A. grandis eggs. Different concentrations of formulated compounds were sprayed onto the insect diet at 20 l, using a custom built micro atomizer, at two replications. After application, the microtiter plates were incubated at 231 C. and 505% relative humidity for 5 days. Egg and larval mortality was then visually assessed.

[0864] In this test, the compounds 1-D11, I-E11, I-E23, I-D30, I-E31, I-D45 and I-D47, respectively, at 800 ppm showed a mortality of at least 75% in comparison with untreated controls.

B.7 Orchid thrips (Dichromothrips corbetti)

[0865] The active compounds were formulated as a 1:1 (vol:vol) water: acetone solution. Surfactant (Alkamuls EL 620) was added at the rate of 0.1% (vol/vol). Vanda orchids petals were cleaned, washed and air dried prior to spraying. Petals were dipped into the test solution for 3 seconds, air dried, placed inside a resealable plastic and inoculated with 20 adults. The treated petals were kept inside the h2ing room at 28-29 C. and relative humidity of 50-60%. Percent mortality was recorded after 72 hours.

[0866] In this test, the compounds O-E18, I-D24, I-D25, I-D26, I-D59 and I-D65, respectively, at 500 ppm showed a mortality of at least 75% in comparison with untreated controls.

[0867] The present invention is further illustrated by the following embodiments: [0868] 1. Use of a substituted 3-pyridyl heterobicyclic compound of formula I or a salt, stereoisomer, tautomer, or N-oxide thereof

##STR00047## [0869] as an agrochemical pesticide, [0870] wherein [0871] R.sup.1 is H, CN or halogen; and

[0872] A is a moiety selected from the group consisting of

##STR00048## [0873] wherein [0874] # denotes the bond to the pyridine ring of formula I; and [0875] $ and & mark the connection to a C.sub.3-C.sub.4-alkylene or C.sub.3-C.sub.4-alkenylene chain, of which 1, 2, or 3 C-atoms may be replaced by a heteroatom independently selected from the group consisting of O, N, and S, and which forms together with the atoms to which it is bonded an annulated saturated, partially unsaturated, or aromatic 5 or 6-membered carbocyclic or heterocyclic ring, wherein the N and/or S atoms of the chain, independently of one another, may be oxidized, and wherein the C-atoms and/or the heteroatoms of the chain may be substituted by one or more, e.g. 1, 2, 3, 4 or 5 substituents R.sup.2, said substituents R.sup.2 being identical or different from one another if more than one substituent R.sup.2 is present; wherein [0876] R.sup.2 is [0877] (i) halogen, CN, NO.sub.2, C.sub.1-Coo-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.2-C.sub.10-alkenyl, C.sub.3-C.sub.8-cycloalkenyl, C.sub.2-C.sub.10-alkynyl, wherein the aforementioned aliphatic and cycloaliphatic radicals each independently may be substituted with 1 to 10 substituents R.sup.11, said substituents R.sup.11 being identical or different from one another if more than one substituent R.sup.11 is present; [0878] OR.sup.12, NR.sup.13aR.sup.13b, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, Si(R.sup.15).sub.2R.sup.16; [0879] phenyl which may be substituted with one or more, e.g. 1, 2, 3, 4, or 5 substituents R.sup.14, said substituents R.sup.14 being identical or different from one another if more than one substituent R.sup.14 is present; [0880] or a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated heterocyclic ring wherein said heterocyclic ring comprises 1, 2 or 3 heteroatoms independently selected from the group consisting of O, N, and S, and may be substituted with one or more, e.g. 1, 2, 3, 4, or 5 substituents R.sup.14, said substituents R.sup.14 being identical or different from one another if more than one substituent R.sup.14 is present, and wherein said N and S atoms, independently of one another, may be oxidized; [0881] with the proviso that R.sup.2 is not halogen, if R.sup.2 is bonded to a heteroatom; or [0882] (ii) a substituent

##STR00049## [0883] wherein [0884] denotes the bond to the atom on which R.sup.2 is present; [0885] X is NR.sup.3, O, or S; and [0886] R.sup.4 is H, CR.sup.5R.sup.6R.sup.7, NR.sup.8R.sup.9, OR.sup.10, or SR.sup.10; or [0887] (iii) two R.sup.2 present on one C or S atom may together be O, S, or NR.sup.3; and wherein [0888] R.sup.3 is H, CN, NO.sub.2, C.sub.1-C.sub.10-alkyl, C.sub.3-C.sub.5-cycloalkyl, C.sub.2-C.sub.10-alkenyl, C.sub.2-C.sub.10-alkynyl, wherein the aforementioned aliphatic and cycloaliphatic radicals each independently may be substituted with 1 to 10 substituents R.sup.11, said substituents R.sup.11 being identical or different from one another if more than one substituent R.sup.11 is present; OR.sup.12, NR.sup.13aR.sup.13b, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, C(O)R.sup.11, C(O)NR.sup.13aR.sup.13b, C(O)OR.sup.12, C(S)R.sup.11, C(S)NR.sup.13aR.sup.13b, C(S)OR.sup.12, C(S)SR.sup.12, C(NR.sup.13a)R.sup.11, C(NR.sup.13a)NR.sup.13aR.sup.13b; [0889] phenyl which may be substituted with one or more, e.g. 1, 2, 3, 4, or 5 substituents R.sup.14, said substituents R.sup.14 being identical or different from one another if more than one substituent R.sup.14 is present; [0890] or a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated, or aromatic heterocyclic ring wherein said heterocyclic ring comprises 1, 2 or 3 heteroatoms independently selected from the group consisting of O, N, and S, and may be substituted with one or more, e.g. 1, 2, 3, 4, or 5, substituents R.sup.14, said substituents R.sup.14 being identical or different from one another if more than one substituent R.sup.14 is present, and wherein said N and/or S atoms, independently of one another, may be oxidized; [0891] R.sup.5, R.sup.6, R.sup.7 are selected independently of one another from the group consisting of H, halogen, CN, NO.sub.2, SCN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-halo-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl, Si(R.sup.15).sub.2R.sup.16, OR.sup.12, OSO.sub.2R.sup.12, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, NR.sup.13aR.sup.13b, C(O)NR.sup.13aR.sup.13b, C(S)NR.sup.13aR.sup.13b, C(O)OR.sup.12; [0892] phenyl, optionally substituted with one or more, e.g. 1, 2, 3, 4 or 5, substituents R.sup.14 which are independently selected from one another; [0893] a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated, or aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms selected from O, N and S, optionally substituted with one or more, e.g. 1, 2, 3 or 4, substituents R.sup.14, selected independently from one another, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0894] or R.sup.5 and R.sup.6 may together form O, CR.sup.11R.sup.17, S, S(O).sub.nR.sup.12; S(O).sub.nNR.sup.13aR.sup.13b, NR.sup.13a, NOR.sup.12, NNR.sup.13a, and R.sup.7 is selected from the group above; [0895] or R.sup.5 and R.sup.6 may together form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated or partially unsaturated carbocyclic or heterocyclic ring together with the C-atom to which they are bonded to, and R.sup.7 is selected from the group above; [0896] R.sup.8, R.sup.9 are selected independently of one another from the group consisting of H, CN, C.sub.1-C.sub.10-alkyl, C.sub.3-C.sub.8-cycloalkyl, C2-C.sub.10-alkenyl, C.sub.2-C.sub.10-alkynyl, wherein the aforementioned aliphatic and cycloaliphatic radicals may be substituted with 1 to 10 substituents R.sup.11 and wherein said substituents R.sup.11 are selected independently from one another; [0897] OR.sup.12, NR.sup.13aR.sup.13b, S(O).sub.nNR.sup.13aR.sup.13b, C(O)R.sup.11, C(O)NR.sup.13aR.sup.13b, C(O)OR.sup.12, C(S)R.sup.11, C(S)NR.sup.13aR.sup.13b, C(S)OR.sup.12, C(S)SR.sup.12, C(NR.sup.13a)R.sup.11, C(NR.sup.13a)NR.sup.13aR.sup.13b, Si(R.sup.15).sub.2R.sup.16; [0898] phenyl, which may be substituted with one or more, e.g. 1, 2, 3, 4, or 5 substituents R.sup.14, wherein said substituents R.sup.14 are selected independently from one another if more than one substituent R.sup.14 is present; [0899] a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated, or aromatic heterocyclic ring, wherein said heterocyclic ring comprises 1, 2, 3, or 4 heteroatoms independently selected from the group consisting of O, N and S, and may be substituted with one or more, e.g. 1, 2, 3, 4, or 5 substituents R.sup.14, said substituents R.sup.14 being identical or different from one another if more than one substituent R.sup.14 is present, and wherein said N and/or S atoms, independently of one another, may be oxidized; [0900] or R.sup.8 and R.sup.9 together are part of a C.sub.2-C.sub.7-alkylene, C.sub.2-C.sub.7-alkenylene or C.sub.2-C.sub.7-alkynylene chain and form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or fully unsaturated, or aromatic heterocyclic ring together with the N-atom they are bonded to, wherein 1 to 4 of any of the CH.sub.2 groups in the C.sub.2-C.sub.7-alkylene chain or 1 to 4 of any of the CH.sub.2 or CH groups in the C.sub.2-C.sub.7-alkenylene chain or 1 to 4 of any of the CH.sub.2, CH or C groups in the C.sub.2-C.sub.7-alkynylene chain may be replaced by 1 to 4 groups independently selected from the group consisting of CO, CS, O, N and NH, and [0901] wherein the C- and/or N-atoms in the C.sub.2-C.sub.7-alkylene, C.sub.2-C.sub.7-alkenylene or C.sub.2-C.sub.7-alkynylene chain may be substituted with 1 to 5 substituents independently selected from the group consisting of halogen, CN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alky-S, C.sub.1-C.sub.6-haloalkyl-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl and phenyl, which may be substituted with 1 to 5 substituents R.sup.11, said substituents R.sup.1 being identical or different from one another if more than one substituent R.sup.11 is present, and [0902] wherein the S- and/or N-atoms in the C.sub.2-C.sub.7-alkylene, C.sub.2-C.sub.7-alkenylene or C.sub.2-C.sub.7-alkynylene chain, independently of one another, may be oxidized; [0903] or R.sup.8 and R.sup.9 together may form a CHR.sup.17, CR.sup.11R.sup.17, NR.sup.13a or NOR.sup.12 radical; [0904] R.sup.10 is H, CN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkylS(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl, Si(R.sup.15).sub.2R.sup.16, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, NR.sup.13aR.sup.13b, NCR.sup.11R.sup.17, C(O)R.sup.11, C(O)NR.sup.13aR.sup.13b, C(S)NR.sup.13aR.sup.13b, C(O)OR.sup.12; [0905] phenyl, optionally substituted with one or more substituents R.sup.14; which are selected independently from one another, or a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated, [0906] or aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms selected from O, N and S, optionally substituted with one or more, e.g. 1, 2, 3 or 4, substituents R.sup.14, selected independently from one another, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0907] and wherein [0908] R.sup.11 is H, halogen, CN, NO.sub.2, SCN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6 haloalkynyl, Si(R.sup.15).sub.2R.sup.16, OR.sup.20, OSO.sub.2R.sup.20, S(O).sub.nR.sup.20, S(O).sub.nNR.sup.21aR.sup.21b, NR.sup.21aR.sup.21b, C(O)NR.sup.21aR.sup.21bC(S)NR.sup.21aR.sup.21b, C(O)OR.sup.20; [0909] phenyl, optionally substituted with one or more, e.g. 1, 2, 3, 4 or 5 substituents R.sup.22 which are independently selected from one another, [0910] or a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated, or aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms selected from O, N and S, optionally substituted with one or more, e.g. 1, 2, 3 or 4, substituents R.sup.22, selected independently from one another, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0911] or two R.sup.11 present on one C-atom may together form O, CR.sup.17R.sup.18, S, S(O).sub.nR.sup.20; S(O).sub.nNR.sup.21aR.sup.21b, NR.sup.21a, NOR.sup.20, NNR.sup.21a; [0912] or two R.sup.11 may form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated or partly unsaturated carbocyclic or heterocyclic ring together with the C-atoms to which the two R.sup.11 are bonded to; [0913] R.sup.12 is H, CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S; [0914] C.sub.1-C.sub.6-alkyl, which may be substituted with CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, C.sub.1-C.sub.6-hetaryl; [0915] C.sub.1-C.sub.6-haloalkyl, which may be substituted with C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n; [0916] C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, which may be substituted with halogen, CN; [0917] C.sub.1-C.sub.4-alkyl-C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl, Si(R.sup.15).sub.2R.sup.16, S(O).sub.nR.sup.20, S(O).sub.nNR.sup.21aR.sup.21b, NR.sup.21aR.sup.21b, NCR.sup.17R.sup.18, C(O)R.sup.19, C(O)NR.sup.21aR.sup.21bC(S)NR.sup.21aR.sup.21b, C(O)OR.sup.20, [0918] phenyl, optionally substituted with one or more substituents R.sup.22; which are selected independently from one another, [0919] or a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated, or aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms selected from O, N and S, optionally substituted with one or more, e.g. 1, 2, 3 or 4, substituents R.sup.22, selected independently from one another, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0920] R.sup.13a, R.sup.13b are each independently from one another selected from the group consisting of H, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S, C.sub.1-C.sub.6-haloalky-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6 haloalkynyl, S(O).sub.nNR.sup.21aR.sup.21bC(O)R.sup.19, C(O)OR.sup.20, C(O)NR.sup.21aR.sup.21b, C(S)R.sup.19, C(S)SR.sup.20, C(S)NR.sup.21aR.sup.21b, C(NR.sup.21a)R.sup.19; [0921] phenyl, optionally substituted with one or more, e.g. 1, 2, 3 or 4, substituents R.sup.22, which are selected independently from one another; [0922] a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated, or aromatic heterocyclic ring comprising 1, 2, 3 or 4 heteroatoms selected from O, N and S, optionally substituted with one or more, e.g. 1, 2, 3 or 4, substituents R.sup.22, selected independently from one another, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0923] or R.sup.13a and R.sup.13b are together a C.sub.2-C.sub.7 alkylene or C.sub.2-C.sub.7 alkenylene chain and form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or fully unsaturated, or aromatic ring together with the N-atom they are bonded to, [0924] wherein the alkylene chain or alkenylene chain may contain one or two heteratoms selected from O, S and N, and may optionally be substituted with halogen, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S, C.sub.1-C.sub.6-haloalkyl-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6 haloalkynyl; [0925] phenyl, optionally substituted with one or more substituents R.sup.22; which are selected independently from one another; [0926] or a 3-, 4-, 5-, 6,- or 7-membered saturated, partially unsaturated or fully unsaturated, or aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms selected from O, S, and N, optionally substituted with one or more substituents R.sup.22, selected independently from one another, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0927] or R.sup.13a and R.sup.13b together may form a CR.sup.17R.sup.18, NR.sup.21 or NOR.sup.20 radical; R.sup.14 is H, halogen, CN, NO.sub.2, SCN, SF.sub.5, C.sub.1-C.sub.10-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.2-C.sub.10-alkenyl, C.sub.2-C.sub.10-alkynyl, wherein the C-atoms of the aforementioned aliphatic and cyclo-aliphatic radicals may optionally be substituted with one or more R.sup.19, which are selected independently from one another; [0928] Si(R.sup.15).sub.2R.sup.16, OR.sup.20, OS(O).sub.nR.sup.20, S(O).sub.nR.sup.20, S(O).sub.nNR.sup.21aR.sup.21b, NR.sup.21aR.sup.21b, C(O)R.sup.19, C(O)OR.sup.20, C(NR.sup.21a)R.sup.19, C(O)NR.sup.21aR.sup.21b, C(S)NR.sup.21aR.sup.21b; [0929] phenyl, optionally substituted with halogen, CN, NO.sub.2, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy or C.sub.1-C.sub.6-haloalkoxy; [0930] or a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated, or aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms selected from O, N and S, optionally substituted with one or more substituents selected independently from one another from halogen, CN, NO.sub.2, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy or C.sub.1-C.sub.6-haloalkoxy, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0931] or two R.sup.14 present together on one atom of a partly saturated heterocycle may be O, CR.sup.17R.sup.18, NR.sup.21a, NOR.sup.20 or NNR.sup.21a; [0932] or two R.sup.14 on adjacent C-atoms may be a bridge selected from CH.sub.2CH.sub.2CH.sub.2CH.sub.2, CHCHCHCH, NCHCHCH, CHNCHCH, NCHNCH, OCH.sub.2CH.sub.2CH.sub.2, OCHCHCH.sub.2, CH.sub.2OCH.sub.2CH.sub.2, OCH.sub.2CH.sub.2O, OCH.sub.2OCH.sub.2, CH.sub.2CH.sub.2CH.sub.2, CHCHCH.sub.2, CH.sub.2CH.sub.2O, CHCHO, CH.sub.2OCH.sub.2, CH.sub.2C(O)O, C(O)OCH.sub.2, O(CH.sub.2)O, SCH.sub.2CH.sub.2CH.sub.2, SCHCHCH.sub.2, CH.sub.2SCH.sub.2CH.sub.2, SCH.sub.2CH.sub.2S, SCH.sub.2SCH.sub.2, CH.sub.2CH.sub.2S, CHCHS, CH.sub.2SCH.sub.2, CH.sub.2C(S)S, C(S)SCH.sub.2, S(CH.sub.2)S, CH.sub.2CH.sub.2NR.sup.21a, CH.sub.2CHN, CHCHNR.sup.21a, OCHN, SCHN and form together with the C-atoms to which the two R.sup.14 are bonded to a 5-membered or 6-membered saturated, partially unsaturated or fully unsaturated, or aromatic carbocyclic or heteocyclic ring, wherein the ring may optionally be substituted with one or two substituents selected from O, OH, CH.sub.3, OCH.sub.3, halogen, CN, halomethyl or halomethoxy; [0933] R.sup.15, R.sup.16 are each independently from one another selected from the group consisting of H, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.4-alkoxy-C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.8 cycloalkyl, C.sub.3-C.sub.8 halocycloalkyl, C.sub.1-C.sub.4-haloalkoxy-C.sub.1-C.sub.4-alkyl, and phenyl; [0934] R.sup.17, R.sup.18 are each independently from one another selected from the group consisting of H, C.sub.1-C.sub.4 alkyl, C.sub.1-C.sub.6 cycloalkyl, C.sub.1-C.sub.2-alkoxy-C.sub.1-C.sub.2-alkyl, phenyl and benzyl; [0935] R.sup.19 is H, halogen, CN, NO.sub.2, OH, SH, SCN, SF.sub.5, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cyclo-aliphatic radicals may be unsubstituted, partially or fully halogenated and/or oxgenated and/or may carry 1 or 2 radicals selected from C.sub.1-C.sub.4 alkoxy; [0936] phenyl, benzyl, pyridyl, or phenoxy, wherein the radicals may be unsubstituted, partially or fully halogenated and/or to carry 1, 2 or 3 substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, (C.sub.1-C.sub.6-alkoxy)carbonyl, (C.sub.1-C.sub.6-alkyl)amino or di-(C.sub.1-C.sub.6-alkyl)amino; [0937] or two R.sup.19 present on the same C-atom may together be O, CH(C.sub.1-C.sub.4-alkyl), C(C.sub.1-C.sub.4-alkyl)C.sub.1-C.sub.4-alkyl, N(C.sub.1-C.sub.6-alkyl) or NO(C.sub.1-C.sub.6-alkyl); [0938] R.sup.20 is H, CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cycloaliphatic radicals may be unsubstituted, partially or fully halogenated and/or oxygenated and/or may carry 1 or 2 radicals selected from C.sub.1-C.sub.4 alkoxy, phenyl, benzyl, pyridyl, or phenoxy, wherein the radicals may be unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy or (C.sub.1-C.sub.6-alkoxy)carbonyl; [0939] R.sup.21a, R.sup.21b are each independently from one another selected from the group consisting of H, CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkyl-C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cyclo-aliphatic radicals may be unsubstituted, partially or fully halogenated and/or oxygenated and/or may carry 1 or 2 radicals selected from C.sub.1-C.sub.4-alkoxy, [0940] phenyl, benzyl, pyridyl, and phenoxy, wherein the radicals may be unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy or (C.sub.1-C.sub.6-alkoxy)carbonyl; or R.sup.21a and R.sup.21b may together be a C.sub.2-C.sub.6 alkylene chain forming a 3- to 7-membered saturated, partly saturated or unsaturated ring together with the N-atom R.sup.21a and R.sup.21b are bonded to, wherein the alkylene chain may contain 1 or 2 heteroatoms selected from O, S, and N, and may optionally be substituted with halogen, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy or C.sub.1-C.sub.4-haloalkoxy, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0941] R.sup.22 is H, halogen, NO.sub.2, CN, OH, SH, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cyclo-aliphatic radicals may be unsubstituted, partially or fully halogenated and/or oxygenated and/or may carry 1 or 2 radicals selected from C.sub.1-C.sub.4-alkoxy, [0942] phenyl, benzyl, pyridyl, or phenoxy, wherein the radicals may be unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy, (C.sub.1-C.sub.6-alkoxy)carbonyl; or two R.sup.22 present together on one atom may be O, S, N(C.sub.1-C.sub.6-alkyl), NO(C.sub.1-C.sub.6-alkyl), CH(C.sub.1-C.sub.4-alkyl) or C(C.sub.1-C.sub.4-alkyl)C.sub.1-C.sub.4-alkyl; [0943] or two R.sup.22 on two adjacent C-atoms may be together a C.sub.2-C.sub.6 alkylene chain or C.sub.2-C.sub.6 alkenylene chain, which form together with the C-atom they are bonded to a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated, or aromatic ring, wherein the alkylene or alkenylene chain may contain 1 or 2 heteroatoms selected from O, S, and N, and may optionally be substituted with halogen, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy or C.sub.1-C.sub.4-haloalkoxy, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0944] n is 0, 1 or 2. [0945] 2. The use of compounds of formula I according to embodiment 1, wherein [0946] A is a moiety selected from A-1, A-2, A-3, A-4, and A-5, wherein [0947] # denotes the bond to the pyridine ring of formula I; and [0948] $ and & mark the connection to a C.sub.4-alkylene or C.sub.4-alkenylene chain of which 1 C-atom may be replaced by N, and which forms together with the atoms to which it is bonded an annulated saturated, partially unsaturated, or aromatic 6-membered carbocyclic or heterocyclic ring, [0949] wherein the C-atoms and/or the N-atom of the chain may be substituted by 1, 2, or 3 substituents R.sup.2, said substituents R.sup.2 being identical or different from one another if more than one substituent R.sup.2 is present. [0950] 3. The use of compounds of formula I according to any one of embodiments 1 to 2, wherein [0951] A is a moiety selected from A-1, A-2, A-3, A-4, and A-5, wherein [0952] # denotes the bond to the pyridine ring of formula I; and [0953] $ and & mark the connection to a chain, which is selected from the group consisting of

##STR00050## [0954] wherein in each case $ marks the connection to the $-position of the moiety A and & [0955] marks the connection to the &-position of the moiety A, [0956] and wherein the C-atoms and/or the N-atom of the chains may be substituted by 1, 2, or 3 substituents R.sup.2, said substituents R.sup.2 being identical or different from one another if more than one substituent R.sup.2 is present. [0957] 4. The use of compounds of formula I according to any one of embodiments 1 to 3, wherein [0958] A is a moiety selected from A-1, A-2, A-3, A-4, and A-5, wherein [0959] # denotes the bond to the pyridine ring of formula I; and [0960] $ and & mark the connection to a chain, which is selected from the group consisting of

##STR00051## [0961] wherein in each case $ marks the connection to the $-position of the moiety A and & marks the connection to the &-position of the moiety A. [0962] 5. The use of compounds of formula I according to any one of embodiments 1 to 4, wherein [0963] A is a moiety selected from the group consisting of

##STR00052## [0964] or [0965] A is a moiety selected from the group consisting of

##STR00053## [0966] or [0967] A is a moiety selected from the group consisting of

##STR00054## [0968] or [0969] A is a moiety selected from the group consisting of

##STR00055## [0970] or [0971] A is a moiety selected from the group consisting of

##STR00056## [0972] 6. A substituted 3-pyridyl heterobicyclic compound of formula I*, corresponding to formula I, or a salt, stereoisomer, tautomer, or N-oxide thereof

##STR00057## [0973] wherein [0974] A is a moiety selected from the group consisting of

##STR00058##

and wherein [0975] R.sup.1 and R.sup.2 are as defined in embodiment 1. [0976] 7. The use of compounds of formula I according to any one of embodiments 1 to 5, or the compound of formula I* according to embodiment 6, wherein R.sup.1 is H or F, preferably H. [0977] 8. The use of compounds I according to any one of embodiments 1 to 5, or the compounds I* according to any one of embodiments 6 or 7, wherein [0978] R.sup.12 is H, CN, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalky-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6-haloalkynyl, Si(R.sup.15).sub.2R.sup.16, S(O).sub.nR.sup.20, S(O).sub.nNR.sup.21aR.sup.21b, NR.sup.21aR.sup.21b, NCR.sup.17R.sup.18, C(O)R.sup.19, C(O)NR.sup.21aR.sup.21b, C(S)NR.sup.21aR.sup.21b, C(O)OR.sup.20, [0979] phenyl, optionally substituted with one or more substituents R.sup.22; which are selected independently from one another, or a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated, [0980] or aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms selected from O, N and S, unsubstituted or substituted with one or more, e.g. 1, 2, 3 or 4, substituents R.sup.22, selected independently from one another, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized, [0981] R.sup.13a, R.sup.13b are each independently from one another selected from the group consisting of H, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S, C.sub.1-C.sub.6-haloalky-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6 haloalkynyl, S(O).sub.nNR.sup.21aR.sup.21b, C(O)R.sup.19, C(O)OR.sup.20, C(O)NR.sup.21aR.sup.21b, C(S)R.sup.19, C(S)SR.sup.20, C(S)NR.sup.21aR.sup.21b, C(NR.sup.21a)R.sup.19; [0982] phenyl, optionally substituted with one or more, e.g. 1, 2, 3 or 4, substituents R.sup.22, which are selected independently from one another; [0983] a 3-, 4-, 5-, 6- or 7-membered saturated, partially unsaturated or fully unsaturated, or aromatic heterocyclic ring comprising 1, 2, 3 or 4 heteroatoms selected from O, N and S, optionally substituted with one or more, e.g. 1, 2, 3 or 4, substituents R.sup.22, selected independently from one another, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0984] or R.sup.13a and R.sup.13b are together a C.sub.2-C.sub.7 alkylene or C.sub.2-C.sub.7 alkenylene chain and form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or fully unsaturated, or aromatic ring together with the N-atom they are bonded to, [0985] wherein the alkylene chain or alkenylene chain may contain one or two heteratoms selected from O, S and N, and may optionally be substituted with halogen, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S, C.sub.1-C.sub.6-haloalkyl-S, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-haloalkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.2-C.sub.6 haloalkynyl; [0986] phenyl, optionally substituted with one or more substituents R.sup.22; which are selected independently from one another; [0987] or a 3-, 4-, 5-, 6,- or 7-membered saturated, partially unsaturated or fully unsaturated, or aromatic heterocyclic ring comprising 1, 2 or 3 heteroatoms selected from O, S, and N, optionally substituted with one or more substituents R.sup.22, selected independently from one another, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0988] R.sup.21a, R.sup.21b are each independently from one another selected from the group consisting of H, CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, [0989] C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkyl-C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cyclo-aliphatic radicals may be unsubstituted, partially or fully halogenated and/or oxygenated and/or may carry 1 or 2 radicals selected from C.sub.1-C.sub.4-alkoxy, [0990] phenyl, benzyl, pyridyl, and phenoxy, wherein the radicals may be unsubstituted, partially or fully halogenated and/or carry 1, 2 or 3 substituents selected from C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-haloalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6 haloalkoxy or (C.sub.1-C.sub.6-alkoxy)carbonyl; [0991] or R.sup.21a and R.sup.21b may together be a C.sub.2-C.sub.6 alkylene chain forming a 3- to 7-membered saturated, partly saturated or unsaturated ring together with the N-atom R.sup.21a and R.sup.21b are bonded to, wherein the alkylene chain may contain 1 or 2 heteroatoms selected from O, S, and N, and may optionally be substituted with halogen, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy or C.sub.1-C.sub.4-haloalkoxy, and wherein the N and/or S atoms of the heterocyclic ring may optionally be oxidized; [0992] and wherein all other substituents have the meaning as defined in embodiment 1. [0993] 9. The use of compounds of formula I according to any one of embodiments 1 to 5, or the compounds I* according to any one of embodiments 6 or 7, wherein [0994] R.sup.2 is OR.sup.12, S(O).sub.nR.sup.12, S(O).sub.nNR.sup.13aR.sup.13b, preferably OR.sup.12; [0995] R.sup.12 is C.sub.1-C.sub.6-alkyl, which may be substituted with CN, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n, C.sub.1-C.sub.6-hetaryl; [0996] C.sub.1-C.sub.6-haloalkyl, which may be substituted with C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-haloalkoxy, C.sub.1-C.sub.6-alkyl-S(O).sub.n, C.sub.1-C.sub.6-haloalkyl-S(O).sub.n; [0997] C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, which may be substituted with halogen, CN; [0998] C.sub.1-C.sub.4-alkyl-C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-halocycloalkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, NR.sup.21aR.sup.21b; [0999] R.sup.13a, R.sup.13b are each independently from one another selected from the group consisting of C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, C(O)R.sup.19; [1000] R.sup.21a, R.sup.21b are each independently from one another selected from the group consisting of H, C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.8-cycloalkyl, C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkyl-C.sub.3-C.sub.8-cycloalkyl, wherein the aliphatic and cyclo-aliphatic radicals may be unsubstituted, partially or fully halogenated and/or oxygenated and/or may carry 1 or 2 radicals selected from C.sub.1-C.sub.4-alkoxy, [1001] and wherein all other substituents have the meaning as defined in embodiment 1. [1002] 10. The use of compounds of formula I according to any one of embodiments 1 to 5, or the compounds I* according to any one of embodiments 6 to 8, wherein [1003] R.sup.2 is a substituent

##STR00059## [1004] wherein [1005] denotes the bond to the atom on which R.sup.2 is present; [1006] X is NR.sup.3, O, or S; and [1007] R.sup.4 is H, CR.sup.5R.sup.6R.sup.7, NR.sup.8R.sup.9, OR.sup.10, or SR.sup.10, [1008] wherein R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, and R.sup.10 are defined as in embodiment 1. [1009] 11. An agricultural or veterinary composition comprising at least a compound of formula I or formula I* as defined in any one of embodiments 1 to 10. [1010] 12. A method for combating or controlling invertebrate pests comprising contacting the invertebrate pests, or their food supply, habitat or breeding grounds with a pesticidally effective amount of a compound of formula I or formula I* as defined in any one of embodiments 1 to 10, or a composition according to embodiment 11. [1011] 13. A method for protecting crops, plants, plant propagation material and/or growing plants from attack or infestation by invertebrate pests comprising contacting or treating the crops, plants, plant propagation material and growing plants, or soil, material, surface, space, area or water in which the crops, plants, plant propagation material is stored or the plant is growing, with a compound of formula I or formula I* as defined in any one of embodiments 1 to 10, or a composition according to embodiment 11. [1012] 14. A compound of formula I or formula I* as defined in any of embodiments 1 to 10, or a composition according to embodiment 11 for use in treating or protecting animals against attack, infestation or infection by parasites, wherein the compound or composition is preferably administered or applied orally, topically or parenterally to the animals. [1013] 15. Seed comprising a compound of formula I or formula I* as defined in any one of embodiments 1 to 10.