C07C23/20

METHOD FOR PRODUCING HALOGENOBICYCLO[1.1.1]PENTANE

Provided is a method for producing halogenobicyclo[1.1.1]pentane, including a step (a) of reacting 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane with an organometallic reagent in a solvent including acyclic ether having 5 or more carbon atoms to obtain [1.1.1]propellane, and

a step (b) of reacting the obtained [1.1.1]propellane with halogen in a state in which light having a wavelength of 400 nm or less is shielded to obtain halogenobicyclo[1.1.1]pentane.

METHOD FOR PRODUCING HALOGENOBICYCLO[1.1.1]PENTANE

Provided is a method for producing halogenobicyclo[1.1.1]pentane, including a step (a) of reacting 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane with an organometallic reagent in a solvent including acyclic ether having 5 or more carbon atoms to obtain [1.1.1]propellane, and

a step (b) of reacting the obtained [1.1.1]propellane with halogen in a state in which light having a wavelength of 400 nm or less is shielded to obtain halogenobicyclo[1.1.1]pentane.

FLUORINATION PROCESS

The present disclosure relates to processes for the fluorination of molecules. One aspect provides a process for incorporating a fluorine atom into a molecule, said process comprising converting a compound of formula X-SG into a compound of formula X-F, wherein G is an optionally substituted C.sub.1-C.sub.6 alkyl group, an optionally substituted aryl group, or an optionally substituted heteroaryl group, and X is an organic group; and wherein the SG group is attached to a secondary or tertiary carbon atom in the organic group X; said process comprising treating said compound of formula X-SG with (i) an activator compound selected from the group consisting of N-halosuccinimides, N-halobenzenesulfonimides, N-halobenzenesulfonamides, dialkylaminodihalosulfinium salts, heterocyclylaminodihalosulfinium salts, dialkylaminosulfur trihalides, XeF.sub.2, difluoroiodotoluene, di- and tri-bromoisocyanuric acids, bromine, chlorine, hypervalent iodine compounds with I.sub.2; and other sources of Br.sup.+, Cl.sup.+, F.sup.+, I.sup.+, bromonium, iodonium, or chloronium; and (ii) a source of fluoride. Uses of the process in the preparation of various fluorinated molecules as well as uses of certain compounds as intermediates in the processes of the present disclosure are also provided.

FLUORINATION PROCESS

The present disclosure relates to processes for the fluorination of molecules. One aspect provides a process for incorporating a fluorine atom into a molecule, said process comprising converting a compound of formula X-SG into a compound of formula X-F, wherein G is an optionally substituted C.sub.1-C.sub.6 alkyl group, an optionally substituted aryl group, or an optionally substituted heteroaryl group, and X is an organic group; and wherein the SG group is attached to a secondary or tertiary carbon atom in the organic group X; said process comprising treating said compound of formula X-SG with (i) an activator compound selected from the group consisting of N-halosuccinimides, N-halobenzenesulfonimides, N-halobenzenesulfonamides, dialkylaminodihalosulfinium salts, heterocyclylaminodihalosulfinium salts, dialkylaminosulfur trihalides, XeF.sub.2, difluoroiodotoluene, di- and tri-bromoisocyanuric acids, bromine, chlorine, hypervalent iodine compounds with I.sub.2; and other sources of Br.sup.+, Cl.sup.+, F.sup.+, I.sup.+, bromonium, iodonium, or chloronium; and (ii) a source of fluoride. Uses of the process in the preparation of various fluorinated molecules as well as uses of certain compounds as intermediates in the processes of the present disclosure are also provided.