Sv. Amosova et al., NEW HETEROCYCLIC SYSTEM BASED ON VINYLSULFONYLFLUOROBENZENE AND X-RAYSTRUCTURAL STUDY OF THIS COMPOUND, Russian chemical bulletin, 45(2), 1996, pp. 414-416
Oxidation of 1,2,4,5-tetrafluoro-3,6-bis(vinylthio)benzene (1) affords
1,2,4,5-tetrafluoro-3,6-bis(vinylsulfonyl)benzene (2) in 65 % yield.
The reaction of compound 2 with allylamine gives a new heterocyclic co
mpound, enzo-[a,d]-bis(3,3'-dihydro-1,1'-sulfonylallyl-4,4 '-perhydroa
zine) (3). This compound is the product of nucleophilic addition at th
e vinylsulfonyl group and intramolecular replacement of fluorine atoms
of the benzene ring. The structure of compound 3 has been established
by X-ray structural study.