6784-08-3Relevant articles and documents
REACTION OF SULFUR HALIDES WITH UNSATURATED COMPOUNDS. XX. REACTION OF SULFUR DICHLORIDE WITH 1-METHYL-4-ISOPROPENYL- AND 1,4-DIMETHYL-4-VINYL-1-CYCLOHEXENES. SYNTHESIS OF THIABICYCLOOCTANES AND THIABICYCLONONANES
Tolstikov, G. A.,Lerman, B. M.,Komissarova, N. G.,Zelenova, L. M.
, p. 283 - 291 (2007/10/02)
The reaction of 1-methyl-4-isopropenyl- and 1,4-dimethyl-4-vinyl-1-cyclohexenes with sulfur dichloride gave the corresponding methyl-substituted dichlorothiabicyclononanes.Reductive dechlorination of the latter led to mixtures of isomeric thiabicyclanes, from which dimethyl- and trimethyl-substituted 2-thiabicyclo- and 6-thiabicyclooctanes and 2-thiabicyclo- and 2-thiabicyclononanes were isolated; the effect of the nature of the reducing agent and the conditions on the isomeric composition of the thiabicyclanes was demonstrated.Acetolysis of 4,8-dichloro-5,8-dimethyl-2-thiabicyclononane is accompanied by the formation of two isomeric thiabicyclononadienes in addition to the corresponding hydroxy and acetoxy derivatives.