BICYCLIC COMPOUNDS AS PEST CONTROL AGENTS

20170325459 · 2017-11-16

Assignee

Inventors

Cpc classification

International classification

Abstract

The present application relates to novel bicyclic compounds, to compositions comprising these compounds, to their use for controlling animal pests and to processes and intermediates for their preparation.

Claims

1. Compound of formula (I) ##STR00416## in which A is an A radical from the group of (A-b) to (A-f) ##STR00417## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I) and B.sup.2 is a radical from the group of hydrogen, halogen, cyano, nitro, alkyl, haloalkyl, alkoxy, haloalkoxy and in each case optionally substituted cycloalkyl and cycloalkenyl, Q is oxygen or sulphur, R.sup.1 is a radical from the group of hydrogen, alkyl, alkoxy and cyano, R.sup.2 a) is a B radical from the group of ##STR00418## ##STR00419## ##STR00420## ##STR00421## ##STR00422## ##STR00423## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 b) is a D radical from the group of (D-1) to (D-3) ##STR00424## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 c) is a radical of the formula ##STR00425## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 d) is a radical of the formula ##STR00426## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 e) is an F radical from the group of (F-1) to (F-11) ##STR00427## ##STR00428## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 f) is a radical of the formula ##STR00429## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 g) is optionally substituted phenyl, in which G.sup.2 is hydrogen or a radical from the group of halogen, nitro, amino, cyano, alkylamino, haloalkylamino, dialkylamino, alkyl, haloalkyl, saturated or unsaturated cycloalkyl which is optionally substituted and optionally interrupted by one or more heteroatoms, cycloalkylalkyl, alkoxy, haloalkoxy, alkoxyalkyl, halogenated alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, bis(alkoxy)alkyl, bis(haloalkoxy)alkyl, alkoxy(alkylsulphanyl)alkyl, alkoxy(alkylsulphinyl)alkyl, alkoxy(alkylsulphonyl)alkyl, bis(alkylsulphanyl)alkyl, bis(haloalkylsulphanyl)alkyl, bis(hydroxyalkylsulphanyl)alkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alpha-hydroxyiminoalkoxycarbonylalkyl, alpha-alkoxyiminoalkoxycarbonylalkyl, C(X.sup.2)NR.sup.3R.sup.4, NR.sup.6R.sup.7, alkylthio, alkylsulphinyl, alkylsulphonyl, haloalkylthio, haloalkylsulphinyl, haloalkylsulphonyl, the heterocyclyl radicals dioxanyl, dioxolanyl, dioxepanyl, dioxocanyl, oxathianyl, oxathiolanyl, oxathiepanyl, oxathiocanyl, dithianyl, dithiolanyl, dithiepanyl, dithiocanyl, oxathianyl oxide, oxathiolanyl oxide, oxathiepanyl oxide, oxathiocanyl oxide, oxathianyl dioxide, oxathiolanyl dioxide, oxathiepanyl dioxide, oxathiocanyl dioxide, morpholinyl, triazolinonyl, oxazolinyl, dihydrooxadiazinyl, dihydrodioxazinyl, dihydrooxazolyl, dihydrooxazinyl and pyrazolinonyl (which for their part may in turn be substituted by alkyl, haloalkyl, alkoxy and alkoxyalkyl), phenyl (which for their part may in turn be substituted by halogen, cyano, nitro, alkyl and haloalkyl), the heteroaryl radicals pyridyl, pyridyl N-oxide, pyrimidyl, imidazolyl, pyrazolyl, oxazolyl, thiazolyl, furanyl, thienyl, triazolyl, tetrazolyl, oxadiazolyl, thiadiazolyl, pyrazinyl, triazinyl, tetrazinyl and isoquinolinyl (which for their part may in turn be substituted by halogen, nitro, alkyl, haloalkyl, alkoxy, haloalkoxy, alkoxyalkyl, alkylthio, alkylthioalkyl and cycloalkyl) and the heteroarylalkyl radicals triazolylalkyl, pyridylalkyl, pyrimidylalkyl and oxadiazolylalkyl (which for their part may in turn be substituted by halogen and alkyl), or G.sup.2 is a C radical from the group of (C-1) to (C-9) ##STR00430## in which the broken line denotes the bond to the B radicals, X is oxygen or sulphur, X.sup.1 is a radical from the group of hydrogen, halogen, cyano, nitro, alkyl, haloalkyl, cycloalkyl, alkoxy and haloalkoxy, X.sup.2 is oxygen, sulphur, NR.sup.5 or NOH, L is oxygen or sulphur, V—Z is R.sup.24CH—CHR.sup.25 or R.sup.24C═CR.sup.25, n is 1 or 2, m is 1, 2, 3 or 4, R is NR.sup.18R.sup.19, or is an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, alkoxyalkyl, alkyl-S-alkyl, alkyl-S(O)-alkyl, alkyl-S(O).sub.2-alkyl, R.sup.18—CO-alkyl, NR.sup.18R.sup.19—CO-alkyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, cycloalkenylalkyl, heterocyclyl, heterocyclylalkyl, phenyl, phenylalkyl, hetaryl and hetarylalkyl, R.sup.3 is hydrogen or alkyl, R.sup.4 is a radical from the group of hydrogen, alkyl, haloalkyl, cyanoalkyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, aryl, arylalkyl and hetarylalkyl, R.sup.5 is a radical from the group of hydrogen, alkyl, haloalkyl, cyanoalkyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkylthioalkyl, aryl, arylalkyl and hetarylalkyl, or R.sup.3 and R.sup.4 together with the nitrogen atom to which they are bonded form a ring which may contain one or more further heteroatoms from the group of nitrogen, oxygen and sulphur, or R.sup.3 and R.sup.5 together with the nitrogen atoms to which they are bonded form a ring, R.sup.6 is hydrogen or alkyl, R.sup.7 is a radical from the group of hydrogen, alkyl, haloalkyl, cyanoalkyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxy, haloalkoxy, alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkylthioalkyl, aryl, arylalkyl and hetarylalkyl, or R.sup.6 and R.sup.7 together with the nitrogen atom to which they are bonded form a ring which may contain one or more further heteroatoms from the group of nitrogen, oxygen and sulphur, R.sup.8 is a radical from the group of hydrogen, alkyl, haloalkyl, cyanoalkyl, alkoxy, haloalkoxy, alkenyl, alkoxyalkyl, in each case optionally halogen-substituted alkylcarbonyl and alkylsulphonyl, optionally halogen-substituted alkoxycarbonyl, and optionally halogen-, alkyl-, alkoxy-, haloalkyl- and cyano-substituted cycloalkylcarbonyl, or a cation, or an optionally alkyl- or arylalkyl-substituted ammonium ion, R.sup.9 is a radical from the group of in each case optionally substituted alkyl, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl and cycloalkenyl, in which the rings may contain at least one heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen, in each case optionally substituted aryl, heteroaryl, arylalkyl and heteroarylalkyl and an optionally substituted amino group, R.sup.8 and R.sup.9 in the (C-1) and (F-1) radicals may also form, together with the N—S(O)n group to which they are bonded, a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may contain one or more further heteroatoms from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen and/or at least one carbonyl group, R.sup.10 is hydrogen or alkyl, R.sup.8 and R.sup.10 in the (C-2) and (F-2) radicals, together with the nitrogen atoms to which they are bonded, may also be a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may contain at least one further heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen and/or at least one carbonyl group, R.sup.9 and R.sup.10 in the (C-2) and (F-2) radicals, together with the N—S(O)n group to which they are bonded, may also form a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may contain one or more further heteroatoms from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen and/or at least one carbonyl group, R.sup.11 is an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyl, cycloalkyloxy, cycloalkenyloxy, cycloalkylalkoxy, alkylthio, alkenylthio, phenoxy, phenylthio, benzyloxy, benzylthio, heteroaryloxy, heteroarylthio, heteroarylalkoxy and heteroarylalkylthio, R.sup.12 is an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyl, cycloalkyloxy, cycloalkenyloxy, cycloalkylalkoxy, alkylthio, alkenylthio, phenoxy, phenylthio, benzyloxy, benzylthio, heteroaryloxy, heteroarylthio, heteroarylalkoxy and heteroarylalkylthio, R.sup.11 and R.sup.12 in the (C-3) and (F-3) radicals, together with the phosphorus atom to which they are bonded, may also form a saturated or unsaturated and optionally substituted 5- to 7-membered ring which may contain one or two heteroatoms from the group of oxygen (where oxygen atoms must not be directly adjacent to one another) and sulphur, R.sup.13 is an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, phenyl and phenylalkyl, R.sup.14 is an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, phenyl and phenylalkyl, R.sup.15 is a radical from the group of in each case optionally substituted alkyl, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl and cycloalkenyl, in which the rings may contain at least one heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen, in each case optionally substituted aryl, heteroaryl, arylalkyl and heteroarylalkyl and an optionally substituted amino group, R.sup.8 and R.sup.15 in the (C-6) and (F-6) radicals, together with the N—S(O)n group to which they are bonded, may also form a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may contain one or more further heteroatoms from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen and/or at least one carbonyl group, R.sup.16 is a radical from the group of hydrogen, in each case optionally substituted alkyl, alkoxy, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl and cycloalkenyl, in which the rings may contain at least one heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen, in each case optionally substituted aryl, heteroaryl, arylalkyl and heteroarylalkyl and an optionally substituted amino group, R.sup.8 and R.sup.16 in the (C-7) and (F-7) radicals, together with the nitrogen atom to which they are bonded, may also form a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may contain one or more further heteroatoms from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen and/or at least one carbonyl group, R.sup.17 is a radical from the group of in each case optionally substituted alkyl, alkoxy, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl and cycloalkenyl, in which the rings may contain at least one heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen, in each case optionally substituted aryl, heteroaryl, arylalkyl and heteroarylalkyl and an optionally substituted amino group, R.sup.8 and R.sup.17 in the (C-8) and (F-8) radicals, together with the N—C(X) group to which they are bonded, may also form a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may contain one or more further heteroatoms from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen and/or at least one carbonyl group, R.sup.18 is a radical from the group of hydrogen, hydroxyl, in each case optionally substituted alkyl, alkoxy, alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylcarbonyl, alkoxycarbonyl, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl, cycloalkenyl and cycloalkenylalkyl, in which the rings may contain at least one heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen, in each case optionally substituted aryl, arylalkyl, heteroaryl and heteroarylalkyl and an optionally substituted amino group, R.sup.19 is a radical from the group of hydrogen, is an alkali metal or alkaline earth metal ion or is an ammonium ion which is optionally mono- to tetrasubstituted by C.sub.1-C.sub.4-alkyl or is an in each case optionally halogen- or cyano-substituted radical from the group of alkyl, alkoxy, alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl and alkylsulphonylalkyl, Y.sup.1 and Y.sup.2 are independently C═O or S(O).sub.2, Y.sup.3 is a radical from the group of hydrogen, halogen, cyano, alkyl, cycloalkyl, haloalkyl, alkoxy, haloalkoxy and NR.sup.20R.sup.21, W is a radical from the group of O, S, SO and SO.sub.2, R.sup.22 is a radical from the group of hydrogen, alkyl, haloalkyl, cyanoalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, optionally halogen-substituted alkoxyalkyl, optionally halogen-substituted bis(alkoxy)alkyl, optionally halogen-substituted alkylsulphanylalkyl, optionally halogen-substituted alkylcarbonylalkyl, optionally halogen-substituted alkylsulphinylalkyl, optionally halogen-substituted alkylsulphonylalkyl, dialkylaminosulphanylalkyl, dialkylaminosulphinylalkyl, dialkylaminosulphonylalkyl, optionally halogen-substituted alkoxycarbonyl, optionally halogen-substituted alkoxycarbonylalkyl, optionally halogen-substituted alkynyloxy, optionally halogen-substituted alkynyloxycarbonyl, dialkylaminocarbonyl, N-alkyl-N-cycloalkylaminocarbonyl, dialkylaminocarbonylalkyl, N-alkyl-N-cycloalkylaminocarbonylalkyl, heterocyclylcarbonylalkyl, alkylsulphanyl, haloalkylsulphanyl, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkyl optionally substituted by halogen, cyano, nitro, alkyl, cycloalkyl, haloalkyl, alkoxy, haloalkoxy, alkoxycarbonyl, haloalkoxycarbonyl or hetaryl (which for its part may optionally be substituted by alkyl or halogen), cycloalkylcarbonyl optionally substituted by halogen, cyano, nitro, alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkoxycarbonyl, haloalkoxycarbonyl or hetaryl (which for its part may optionally be substituted by alkyl or halogen), cycloalkylalkyl optionally substituted by halogen, cyano, nitro, alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkoxycarbonyl, haloalkoxycarbonyl or hetaryl (which for its part may optionally be substituted by alkyl or halogen), optionally substituted heterocyclyl, heterocyclylalkyl optionally substituted by halogen, cyano (including in the alkyl moiety), nitro, hydroxyl, alkyl, haloalkyl, cycloalkyl (which is optionally substituted), alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulphinyl, alkylsulphonyl, haloalkylsulphinyl, haloalkylsulphonyl, amino, alkylamino, dialkylamino, alkylcarbonylamino, alkoxycarbonylamino, alkoxyalkyl, haloalkoxyalkyl, alkenyl, alkynyl, cycloalkylalkyl, alkylcarbonyl, alkoxycarbonyl or aminocarbonyl, aryl optionally substituted by halogen, cyano, nitro, hydroxyl, amino, alkyl, haloalkyl, cycloalkyl (which is optionally substituted), alkoxy or haloalkoxy, arylalkyl optionally substituted by halogen, cyano (including in the alkyl moiety), nitro, hydroxyl, amino, alkyl, cycloalkyl (which is optionally substituted), haloalkyl, alkoxy or haloalkoxy, hetarylalkyl optionally substituted by halogen, cyano (including in the alkyl moiety), nitro, hydroxyl, alkyl, haloalkyl, cycloalkyl (which is optionally substituted), alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulphinyl, alkylsulphonyl, haloalkylsulphinyl, haloalkylsulphonyl, amino, alkylamino, dialkylamino, alkylcarbonylamino, alkoxycarbonylamino, alkoxyalkyl, haloalkoxyalkyl, alkenyl, alkynyl, cycloalkylalkyl, alkylcarbonyl, alkoxycarbonyl or aminocarbonyl, or R.sup.22 is a D radical from the group of (D-1) to (D-3) ##STR00431## is an E radical from the group of (E-1) to (E-11) ##STR00432## ##STR00433## ##STR00434## ##STR00435## ##STR00436## ##STR00437## or in the case that R.sup.2 is one of the radicals under d) R.sup.22 is also an E radical from the group of E-12 to E-17 ##STR00438## R.sup.20 is a radical from the group of hydrogen, halogen, cyano, nitro, amino, hydroxyl and in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, alkylcarbonyloxy, alkenylcarbonyloxy, alkynylcarbonyloxy, cycloalkylcarbonyloxy, alkoxycarbonyloxy, alkylsulphonyloxy, alkylamino, alkenylamino, alkynylamino, cycloalkylamino, alkylthio, haloalkylthio, alkenylthio, alkynylthio, cycloalkylthio, alkylsulphinyl, alkylsulphonyl, alkylcarbonyl, alkoxyiminoalkyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminosulphonyl, alkylsulphonylamino, alkylcarbonylamino, alkenylcarbonylamino, alkynylcarbonylamino, cycloalkylcarbonylamino, alkoxycarbonylamino, alkylthiocarbonylamino, bicycloalkyl, aryl, aryloxy, heteroaryl and heteroaryloxy, where the substituents are independently selected from halogen, cyano, nitro, hydroxyl, amino, alkyl and haloalkyl, R.sup.21 is a radical from the group of hydrogen, alkyl, cycloalkyl, haloalkyl, alkenyl, alkynyl, cycloalkylalkyl, cyanoalkyl, alkylcarbonyl, alkenylcarbonyl, haloalkylcarbonyl, haloalkenylcarbonyl, alkoxyalkyl, alkoxycarbonyl, alkylsulphonyl and haloalkylsulphonyl, R.sup.23 is a radical from the group of hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, alkylthioalkyl, alkenylthioalkyl, cyanoalkyl and alkoxyalkyl, or in the case that R.sup.2 is one of the radicals under c) or f) R.sup.22 and R.sup.23 together with the nitrogen atom to which they are bonded form a ring which may contain one or more further heteroatoms from the group of nitrogen, oxygen and sulphur, and R.sup.24 is hydrogen or an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, phenyl and phenylalkyl and R.sup.25 is hydrogen or an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, phenyl and phenylalkyl, R.sup.27 is hydrogen or alkyl and R.sup.26 is a radical from the group of hydrogen, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylsulphanyl, haloalkylsulphanyl, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl and cyanoalkyl, and compounds of the formula (I) in which A is the A radical (A-a) ##STR00439## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I) and G.sup.1 is N or C—B.sup.1, B.sup.1 is a radical from the group of hydrogen, halogen, cyano, nitro, alkyl, haloalkyl, alkoxy, haloalkoxy and in each case optionally substituted cycloalkyl and cycloalkenyl, B.sup.2 is a radical from the group of hydrogen, halogen, cyano, nitro, alkyl, haloalkyl, alkoxy, haloalkoxy and in each case optionally substituted cycloalkyl and cycloalkenyl, T is oxygen or an electron pair, Q is oxygen or sulphur, R.sup.1 is a radical from the group of hydrogen, alkyl, alkoxy and cyano, R.sup.2 a) is one of the following B radicals: ##STR00440## ##STR00441## ##STR00442## ##STR00443## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), in which G.sup.2 is hydrogen or a radical from the group of halogen, nitro, amino, cyano, alkylamino, haloalkylamino, dialkylamino, alkyl, haloalkyl, saturated or unsaturated cycloalkyl which is optionally substituted and optionally interrupted by one or more heteroatoms, cycloalkylalkyl, alkoxy, haloalkoxy, alkoxyalkyl, halogenated alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, haloalkylthioalkyl, haloalkylsulphinylalkyl, haloalkylsulphonylalkyl, bis(alkoxy)alkyl, bis(haloalkoxy)alkyl, alkoxy(alkylsulphanyl)alkyl, alkoxy(alkylsulphinyl)alkyl, alkoxy(alkylsulphonyl)alkyl, bis(alkylsulphanyl)alkyl, bis(haloalkylsulphanyl)alkyl, bis(hydroxyalkylsulphanyl)alkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alpha-hydroxyiminoalkoxycarbonylalkyl, alpha-alkoxyiminoalkoxycarbonylalkyl, C(X.sup.2)NR.sup.3R.sup.4, NR.sup.6R.sup.7, alkylthio, alkylsulphinyl, alkylsulphonyl, haloalkylthio, haloalkylsulphinyl, haloalkylsulphonyl, the heterocyclyl radicals dioxanyl, dioxolanyl, dioxepanyl, dioxocanyl, oxathianyl, oxathiolanyl, oxathiepanyl, oxathiocanyl, dithianyl, dithiolanyl, dithiepanyl, dithiocanyl, oxathianyl oxide, oxathiolanyl oxide, oxathiepanyl oxide, oxathiocanyl oxide, oxathianyl dioxide, oxathiolanyl dioxide, oxathiepanyl dioxide, oxathiocanyl dioxide, morpholinyl, triazolinonyl, oxazolinyl, dihydrooxadiazinyl, dihydrodioxazinyl, dihydrooxazolyl, dihydrooxazinyl and pyrazolinonyl (which for their part may in turn be substituted by alkyl, haloalkyl, alkoxy and alkoxyalkyl), phenyl (which for their part may in turn be substituted by halogen, cyano, nitro, alkyl and haloalkyl), the heteroaryl radicals pyridyl, pyridyl N-oxide, imidazolyl, pyrazolyl, oxazolyl, thiazolyl, furanyl, thienyl, triazolyl, tetrazolyl, oxadiazolyl, thiadiazolyl, pyrazinyl, triazinyl, tetrazinyl and isoquinolinyl (which for their part may in turn be substituted by halogen, nitro, alkyl, haloalkyl, alkoxy, haloalkoxy, alkoxyalkyl, alkylthio, alkylthioalkyl and cycloalkyl) and the heteroarylalkyl radicals triazolylalkyl, pyridylalkyl, pyrimidylalkyl and oxadiazolylalkyl (which for their part may in turn be substituted by halogen and alkyl), or R.sup.2 aa) is one of the following B radicals: ##STR00444## ##STR00445## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), in which G.sup.2 is a radical from the group of halogen, nitro, amino, cyano, alkylamino, haloalkylamino, dialkylamino, saturated or unsaturated cycloalkyl which is optionally substituted and optionally interrupted by one or more heteroatoms, cycloalkylalkyl, haloalkoxy, alkoxyalkyl, halogenated alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, haloalkylthioalkyl, haloalkylsulphinylalkyl, haloalkylsulphonylalkyl, bis(alkoxy)alkyl, bis(haloalkoxy)alkyl, alkoxy(alkylsulphanyl)alkyl, alkoxy(alkylsulphinyl)alkyl, alkoxy(alkylsulphonyl)alkyl, bis(alkylsulphanyl)alkyl, bis(haloalkylsulphanyl)alkyl, bis(hydroxyalkylsulphanyl)alkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alpha-hydroxyiminoalkoxycarbonylalkyl, alpha-alkoxyiminoalkoxycarbonylalkyl, C(X.sup.2)NR.sup.3R.sup.4, NR.sup.6R.sup.7, alkylthio, alkylsulphinyl, alkylsulphonyl, haloalkylthio, haloalkylsulphinyl, haloalkylsulphonyl, the heterocyclyl radicals dioxanyl, dioxolanyl, dioxepanyl, dioxocanyl, oxathianyl, oxathiolanyl, oxathiepanyl, oxathiocanyl, dithianyl, dithiolanyl, dithiepanyl, dithiocanyl, oxathianyl oxide, oxathiolanyl oxide, oxathiepanyl oxide, oxathiocanyl oxide, oxathianyl dioxide, oxathiolanyl dioxide, oxathiepanyl dioxide, oxathiocanyl dioxide, morpholinyl, triazolinonyl, oxazolinyl, dihydrooxadiazinyl, dihydrodioxazinyl, dihydrooxazolyl, dihydrooxazinyl and pyrazolinonyl (which for their part may in turn be substituted by alkyl, haloalkyl, alkoxy and alkoxyalkyl), phenyl (which for their part may in turn be substituted by halogen, cyano, nitro, alkyl and haloalkyl), the heteroaryl radicals imidazolyl, pyrazolyl, oxazolyl, furanyl, thienyl, triazolyl, tetrazolyl, oxadiazolyl, thiadiazolyl, pyrazinyl, triazinyl, tetrazinyl and isoquinolinyl (which for their part may in turn be substituted by halogen, nitro, alkyl, haloalkyl, alkoxy, haloalkoxy, alkoxyalkyl, alkylthio, alkylthioalkyl and cycloalkyl) and the heteroarylalkyl radicals triazolylalkyl, pyridylalkyl, pyrimidylalkyl and oxadiazolylalkyl (which for their part may in turn be substituted by halogen and alkyl), or G.sup.2 when R.sup.2 is one of the radicals listed under a) or aa) is also a C radical from the group of ##STR00446## in which the broken line denotes the bond to the B radicals, or R.sup.2 c) is a radical of the formula ##STR00447## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 d) is a radical of the formula ##STR00448## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 e) is an F radical from the group of (F-2) to (F-11) ##STR00449## ##STR00450## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 f) is a radical of the formula ##STR00451## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), X is oxygen or sulphur, X.sup.2 is oxygen, sulphur or NOH, L is oxygen or sulphur, V—Z is R.sup.24CH—CHR.sup.25 or R.sup.24C═CR.sup.25, n is 1 or 2, m is 1, 2, 3 or 4, R.sup.3 is hydrogen or alkyl, R.sup.4 is a radical from the group of hydrogen, alkyl, haloalkyl, cyanoalkyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, aryl, arylalkyl and hetarylalkyl, or R.sup.3 and R.sup.4 together with the nitrogen atom to which they are bonded form a ring which may contain one or more further heteroatoms from the group of nitrogen, oxygen and sulphur, R.sup.6 is hydrogen or alkyl, R.sup.7 is a radical from the group of hydrogen, alkyl, haloalkyl, cyanoalkyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxy, haloalkoxy, alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkylthioalkyl, aryl, arylalkyl and hetarylalkyl, or R.sup.6 and R.sup.7 together with the nitrogen atom to which they are bonded form a ring which may contain one or more further heteroatoms from the group of nitrogen, oxygen and sulphur, R.sup.8 is a radical from the group of hydrogen, alkyl, haloalkyl, cyanoalkyl, alkoxy, haloalkoxy, alkenyl, alkoxyalkyl, in each case optionally halogen-substituted alkylcarbonyl and alkylsulphonyl, optionally halogen-substituted alkoxycarbonyl, and optionally halogen-, alkyl-, alkoxy-, haloalkyl- and cyano-substituted cycloalkylcarbonyl, or a cation, or an optionally alkyl- or arylalkyl-substituted ammonium ion, R.sup.9 is a radical from the group of in each case optionally substituted alkyl, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl and cycloalkenyl, in which the rings may contain at least one heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen, in each case optionally substituted aryl, heteroaryl, arylalkyl and heteroarylalkyl and an optionally substituted amino group, R.sup.10 is hydrogen or alkyl, R.sup.8 and R.sup.10 in the (C-2) and (F-2) radicals, together with the nitrogen atoms to which they are bonded, may also be a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may contain at least one further heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen and/or at least one carbonyl group, R.sup.9 and R.sup.10 in the (C-2) and (F-2) radicals, together with the N—S(O)n group to which they are bonded, may also form a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may contain one or more further heteroatoms from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen and/or at least one carbonyl group, R.sup.11 is an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyl, cycloalkyloxy, cycloalkenyloxy, cycloalkylalkoxy, alkylthio, alkenylthio, phenoxy, phenylthio, benzyloxy, benzylthio, heteroaryloxy, heteroarylthio, heteroarylalkoxy and heteroarylalkylthio, R.sup.12 is an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyl, cycloalkyloxy, cycloalkenyloxy, cycloalkylalkoxy, alkylthio, alkenylthio, phenoxy, phenylthio, benzyloxy, benzylthio, heteroaryloxy, heteroarylthio, heteroarylalkoxy and heteroarylalkylthio, R.sup.11 and R.sup.12 in the (C-3) and (F-3) radicals, together with the phosphorus atom to which they are bonded, may also form a saturated or unsaturated and optionally substituted 5- to 7-membered ring which may contain one or two heteroatoms from the group of oxygen (where oxygen atoms must not be directly adjacent to one another) and sulphur, R.sup.13 is an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, phenyl and phenylalkyl, R.sup.14 is an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, phenyl and phenylalkyl, R.sup.15 is a radical from the group of in each case optionally substituted alkyl, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl and cycloalkenyl, in which the rings may contain at least one heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen, in each case optionally substituted aryl, heteroaryl, arylalkyl and heteroarylalkyl and an optionally substituted amino group, R.sup.8 and R.sup.15 in the (C-6) and (F-6) radicals, together with the N—S(O)n group to which they are bonded, may also form a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may contain one or more further heteroatoms from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen and/or at least one carbonyl group, R.sup.16 is a radical from the group of hydrogen, in each case optionally substituted alkyl, alkoxy, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl and cycloalkenyl, in which the rings may contain at least one heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen, in each case optionally substituted aryl, heteroaryl, arylalkyl and heteroarylalkyl and an optionally substituted amino group, R.sup.8 and R.sup.16 in the (C-7) and (F-7) radicals, together with the nitrogen atom to which they are bonded, may also form a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may contain one or more further heteroatoms from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen and/or at least one carbonyl group, R.sup.17 is a radical from the group of in each case optionally substituted alkyl, alkoxy, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl and cycloalkenyl, in which the rings may contain at least one heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen, in each case optionally substituted aryl, heteroaryl, arylalkyl and heteroarylalkyl and an optionally substituted amino group, R.sup.8 and R.sup.17 in the (C-8) and (F-8) radicals, together with the N—C(X) group to which they are bonded, may also form a saturated or unsaturated and optionally substituted 4- to 8-membered ring which may contain one or more further heteroatoms from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen and/or at least one carbonyl group, and in the case that R.sup.2 is one of the radicals listed under f) R.sup.22 is a radical from the group of hydrogen, alkyl, haloalkyl, cyanoalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, optionally halogen-substituted alkoxyalkyl, optionally halogen-substituted bis(alkoxy)alkyl, optionally halogen-substituted alkylsulphanylalkyl, optionally halogen-substituted alkylcarbonylalkyl, optionally halogen-substituted alkylsulphinylalkyl, optionally halogen-substituted alkylsulphonylalkyl, dialkylaminosulphanylalkyl, dialkylaminosulphinylalkyl, dialkylaminosulphonylalkyl, optionally halogen-substituted alkoxycarbonylalkyl, optionally halogen-substituted alkynyloxy, dialkylaminocarbonylalkyl, N-alkyl-N-cycloalkylaminocarbonylalkyl, heterocyclylcarbonylalkyl, alkylsulphanyl, haloalkylsulphanyl, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, haloalkylsulphonyl, cycloalkyl optionally substituted by halogen, cyano, nitro, alkyl, cycloalkyl, haloalkyl, alkoxy, haloalkoxy, alkoxycarbonyl, haloalkoxycarbonyl or hetaryl (which for its part may optionally be substituted by alkyl or halogen), cycloalkylalkyl optionally substituted by halogen, cyano, nitro, alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkoxycarbonyl, haloalkoxycarbonyl or hetaryl (which for its part may optionally be substituted by alkyl or halogen), optionally substituted heterocyclyl, heterocyclylalkyl optionally substituted by halogen, cyano (including in the alkyl moiety), nitro, hydroxyl, alkyl, haloalkyl, cycloalkyl (which is optionally substituted), alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulphinyl, alkylsulphonyl, haloalkylsulphinyl, haloalkylsulphonyl, amino, alkylamino, dialkylamino, alkylcarbonylamino, alkoxycarbonylamino, alkoxyalkyl, haloalkoxyalkyl, alkenyl, alkynyl, cycloalkylalkyl, alkylcarbonyl, alkoxycarbonyl or aminocarbonyl, aryl optionally substituted by halogen, cyano, nitro, hydroxyl, amino, alkyl, haloalkyl, cycloalkyl (which is optionally substituted), alkoxy or haloalkoxy, arylalkyl optionally substituted by halogen, cyano (including in the alkyl moiety), nitro, hydroxyl, amino, alkyl, cycloalkyl (which is optionally substituted), haloalkyl, alkoxy or haloalkoxy, hetarylalkyl optionally substituted by halogen, cyano (including in the alkyl moiety), nitro, hydroxyl, alkyl, haloalkyl, cycloalkyl (which is optionally substituted), alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulphinyl, alkylsulphonyl, haloalkylsulphinyl, haloalkylsulphonyl, amino, alkylamino, dialkylamino, alkylcarbonylamino, alkoxycarbonylamino, alkoxyalkyl, haloalkoxyalkyl, alkenyl, alkynyl, cycloalkylalkyl, alkylcarbonyl, alkoxycarbonyl or aminocarbonyl, and in the case that R.sup.2 is one of the radicals listed under c), d) or f) R.sup.22 is also a D radical from the group of (D-1) to (D-3) ##STR00452## in which R is NR.sup.18R.sup.19, or is an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, alkoxyalkyl, alkyl-S-alkyl, alkyl-S(O)-alkyl, alkyl-S(O).sub.2-alkyl, R.sup.18—CO-alkyl, NR.sup.18R.sup.19—CO-alkyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, cycloalkenylalkyl, heterocyclyl, heterocyclylalkyl, phenyl, phenylalkyl, hetaryl and hetarylalkyl, X.sup.1 is a radical from the group of hydrogen, halogen, cyano, nitro, alkyl, haloalkyl, cycloalkyl, alkoxy and haloalkoxy, Y.sup.3 is a radical from the group of hydrogen, halogen, cyano, alkyl, cycloalkyl, haloalkyl, alkoxy, haloalkoxy and NR.sup.20R.sup.21, W is a radical from the group of S, SO and SO.sub.2, R.sup.18 is a radical from the group of hydrogen, hydroxyl, in each case optionally substituted alkyl, alkoxy, alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, alkylcarbonyl, alkoxycarbonyl, alkenyl and alkynyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl, cycloalkenyl and cycloalkenylalkyl, in which the rings may contain at least one heteroatom from the group of sulphur, oxygen (where oxygen atoms must not be directly adjacent to one another) and nitrogen, in each case optionally substituted aryl, arylalkyl, heteroaryl and heteroarylalkyl and an optionally substituted amino group, R.sup.19 is a radical from the group of hydrogen, is an alkali metal or alkaline earth metal ion or is an ammonium ion which is optionally mono- to tetrasubstituted by C.sub.1-C.sub.4-alkyl or is an in each case optionally halogen- or cyano-substituted radical from the group of alkyl, alkoxy, alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl and alkylsulphonylalkyl, and in the case that R.sup.2 is one of the radicals listed under f) R.sup.22 is also an E radical from the group of (E-1) to (E-11) ##STR00453## ##STR00454## ##STR00455## ##STR00456## ##STR00457## ##STR00458## R.sup.20 is a radical from the group of hydrogen, halogen, cyano, nitro, amino, hydroxyl and in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, alkylcarbonyloxy, alkenylcarbonyloxy, alkynylcarbonyloxy, cycloalkylcarbonyloxy, alkoxycarbonyloxy, alkylsulphonyloxy, alkylamino, alkenylamino, alkynylamino, cycloalkylamino, alkylthio, haloalkylthio, alkenylthio, alkynylthio, cycloalkylthio, alkylsulphinyl, alkylsulphonyl, alkylcarbonyl, alkoxyiminoalkyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, aminothiocarbonyl, alkylaminosulphonyl, alkylsulphonylamino, alkylcarbonylamino, alkenylcarbonylamino, alkynylcarbonylamino, cycloalkylcarbonylamino, alkoxycarbonylamino, alkylthiocarbonylamino, bicycloalkyl, aryl, aryloxy, heteroaryl and heteroaryloxy, where the substituents are independently selected from halogen, cyano, nitro, hydroxyl, amino, alkyl and haloalkyl, R.sup.21 is a radical from the group of hydrogen, alkyl, cycloalkyl, haloalkyl, alkenyl, alkynyl, cycloalkylalkyl, cyanoalkyl, alkylcarbonyl, alkenylcarbonyl, haloalkylcarbonyl, haloalkenylcarbonyl, alkoxyalkyl, alkoxycarbonyl, alkylsulphonyl and haloalkylsulphonyl, R.sup.23 is a radical from the group of hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, alkylthioalkyl, alkenylthioalkyl, cyanoalkyl and alkoxyalkyl, or when R.sup.2 is one of the radicals listed under f) R.sup.22 and R.sup.23 together with the nitrogen atom to which they are bonded form a ring which may contain one or more further heteroatoms from the group of nitrogen, oxygen and sulphur, and R.sup.24 is hydrogen or an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, phenyl and phenylalkyl and R.sup.25 is hydrogen or an in each case optionally substituted radical from the group of alkyl, alkenyl, alkynyl, phenyl and phenylalkyl, R.sup.27 is hydrogen or alkyl and R.sup.26 is a radical from the group of hydrogen, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylsulphanyl, haloalkylsulphanyl, alkylsulphinyl, haloalkylsulphinyl, alkylsulphonyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl and cyanoalkyl.

2. Compound of formula (I) according to claim 1, in which A is ##STR00459## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), G.sup.1 is C—B.sup.1, B.sup.1 is hydrogen, B.sup.2 is hydrogen, T is an electron pair, Q is sulphur, R.sup.1 is hydrogen, R.sup.2 is a B radical from the group of ##STR00460## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 b) is (D-2) ##STR00461## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 c) is a radical of the formula ##STR00462## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 f) is a radical of the formula ##STR00463## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 g) is a radical of the formula ##STR00464## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), G.sup.2 is hydrogen or a radical from the group of C.sub.1-C.sub.4-alkyl, halo-C.sub.1-C.sub.4-alkyl and pyrimidyl, G.sup.3 is a radical from the group of hydrogen, halogen and C.sub.1-C.sub.4-alkyl, X is oxygen, X.sup.1 is a radical from the group of hydrogen, fluorine, chlorine, bromine, methyl and ethyl, R is optionally mono-, di-, tri-, tetra- or penta-fluorine- or -chlorine-substituted C.sub.1-C.sub.4-alkyl, W is a radical from the group of S, SO and SO.sub.2, Y.sup.3 is a radical from the group of hydrogen, methyl and ethyl, R.sup.22 is a radical from the group of methyl, ethyl, isopropyl, n-propyl, n-butyl, isobutyl, sec-butyl, tert-butyl, 2,2,2-trifluoroethyl, 2,2-difluoroethyl, 2,2-difluoro-n-propyl, cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, arylmethyl, arylethyl and pyridylmethyl, R.sup.22 is (D-1) or (D-2) ##STR00465## R.sup.23 is hydrogen or C.sub.1-C.sub.6-alkyl, or R.sup.22 and R.sup.23 together with the nitrogen atom to which they are bonded are also morpholinyl.

3. Compound of formula (I) according to claim 1, in which A is the A radical ##STR00466## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), G.sup.1 is N or C—B.sup.1, B.sup.1 is a radical from the group of hydrogen and fluorine, B.sup.2 is hydrogen, T is an electron pair, Q is sulphur, R.sup.1 is hydrogen, R.sup.2 a) is a B radical from the group of ##STR00467## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), in which G.sup.2 is hydrogen or a radical from the group of C.sub.1-C.sub.4-alkyl, halo-C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-alkoxy, halo-C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkylthio-C.sub.1-C.sub.4-alkyl, halogenated C.sub.1-C.sub.4-alkylthio-C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-alkylthio, C.sub.1-C.sub.4-alkylsulphinyl, C.sub.1-C.sub.4-alkylsulphonyl, C.sub.1-C.sub.4-haloalkylthio, C.sub.1-C.sub.4-haloalkylsulphinyl, C.sub.1-C.sub.4-haloalkylsulphonyl, or R.sup.2 aa) is the B radical ##STR00468## in which G.sup.2 is C.sub.1-C.sub.4-alkylthio-C.sub.1-C.sub.4-alkyl or halogenated C.sub.1-C.sub.4-alkylthio-C.sub.1-C.sub.4-alkyl, or R.sup.2 c) is a radical of the formula ##STR00469## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 d) is a radical of the formula ##STR00470## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), or R.sup.2 f) is a radical of the formula ##STR00471## in which the broken line denotes the bond to the carbon atom of the bicyclic system of the formula (I), X is oxygen, R.sup.22 is the D radical ##STR00472## in which R is in each case optionally mono-, di-, tri-, tetra- or penta-fluorine- or -chlorine-substituted or mono- or di-cyano-substituted C.sub.1-C.sub.4-alkyl, X.sup.1 is hydrogen, methyl or fluorine, W is a radical from the group of S, SO and SO.sub.2, Y.sup.3 is hydrogen or methyl, R.sup.22 in the case that R.sup.2 is f) is also a radical from the group of methyl, ethyl, isopropyl, n-propyl, n-butyl, isobutyl, sec-butyl, tert-butyl, 2,2,2-trifluoroethyl, 2,2-difluoroethyl, 2,2-difluoro-n-propyl, cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, phenylmethyl, phenylethyl and pyridyl and R.sup.23 is a radical from the group of hydrogen and C.sub.1-C.sub.6-alkyl.

4. Composition, comprising a content of at least one compound of the formula (I) according to claim 1 and one or more customary extenders and/or surfactants.

5. A product comprising one or more compounds of the formula (I) according to claim 1 or a composition thereof for controlling pests.

Description

BIOLOGICAL EXAMPLES

[1031] Boophilus microplus—Injection Test

[1032] Solvent: dimethyl sulphoxide

[1033] To produce a suitable active ingredient formulation, 10 mg of active ingredient are mixed with 0.5 ml of solvent and the concentrate is diluted to the desired concentration with solvent.

[1034] 1 μl of the active ingredient solution is injected into the abdomen of 5 engorged adult female cattle ticks (Boophilus microplus). The animals are transferred into dishes and kept in a climate-controlled room.

[1035] Efficacy is assessed after 7 days by laying of fertile eggs. Eggs which are not visibly fertile are stored in a climate-controlled cabinet until the larvae hatch after about 42 days. An efficacy of 100% means that none of the ticks has laid any fertile eggs; 0% means that all the eggs are fertile.

[1036] In this test, for example, the following compounds from the preparation examples show an efficacy of 100% at an application rate of 20 μg/animal: 29

[1037] In this test, for example, the following compounds from the preparation examples show an efficacy of 80% at an application rate of 20 μg/animal: 28, 25

[1038] Myzus persicae—Spray Test

[1039] Solvent: 78 parts by weight of acetone [1040] 1.5 parts by weight of dimethylformamide

[1041] Emulsifier: alkylaryl polyglycol ether

[1042] To produce a suitable active ingredient formulation, 1 part by weight of active ingredient is dissolved using the specified parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the formulation is diluted with emulsifier-containing water.

[1043] Discs of Chinese cabbage leaves (Brassica pekinensis) infested by all stages of the green peach aphid (Myzus persicae) are sprayed with an active ingredient formulation of the desired concentration.

[1044] After 6 days, the efficacy in % is determined. 100% means that all the aphids have been killed and 0% means that none of the aphids have been killed.

[1045] In this test, for example, the following compounds from the preparation examples show an efficacy of 100% at an application rate of 500 g/ha: 2, 4, 7, 28, 32, 33, 39, 42, 47, 51, 57, 58, 59, 60, 61, 62, 65, 66, 68, 71, 78, 79

[1046] In this test, for example, the following compounds from the preparation examples show an efficacy of 90% at an application rate of 500 g/ha: 3, 9, 10, 11, 12, 13, 18, 20, 25, 27, 29, 30, 34, 35, 37, 45, 46, 48, 49, 50, 56, 64, 67, 69, 70, 72, 82

[1047] In this test, for example, the following compounds from the preparation examples shows an efficacy of 100% at an application rate of 20 g/ha: 80

[1048] Phaedon cochleariae—Spray Test

[1049] Solvent: 78.0 parts by weight of acetone [1050] 1.5 parts by weight of dimethylformamide

[1051] Emulsifier: alkylaryl polyglycol ether

[1052] To produce a suitable active ingredient formulation, 1 part by weight of active ingredient is dissolved using the specified parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the formulation is diluted with emulsifier-containing water.

[1053] Discs of Chinese cabbage leaves (Brassica pekinensis) are sprayed with an active ingredient preparation of the desired concentration and, after drying, populated with larvae of the mustard beetle (Phaedon cochleariae).

[1054] After 7 days, the efficacy in % is determined. 100% means that all the beetle larvae have been killed and 0% means that none of the beetle larvae have been killed.

[1055] In this test, for example, the following compounds from the preparation examples show an efficacy of 83% at an application rate of 500 g/ha: 7, 8

[1056] Tetranychus urticae—Spray Test, OP-Resistant

[1057] Solvent: 78.0 parts by weight of acetone [1058] 1.5 parts by weight of dimethylformamide

[1059] Emulsifier: alkylaryl polyglycol ether

[1060] To produce a suitable active ingredient formulation, 1 part by weight of active ingredient is dissolved using the specified parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the formulation is diluted with emulsifier-containing water.

[1061] Discs of bean leaves (Phaseolus vulgaris) infested with all stages of the greenhouse red spider mite (Tetranychus urticae) are sprayed with an active ingredient formulation of the desired concentration.

[1062] After 6 days, the efficacy in % is determined. 100% meant that all the spider mites have been killed and 0% means that no spider mites have been killed.

[1063] In this test, for example, the following compounds from the preparation examples show an efficacy of 90% at an application rate of 500 g/ha: 2