Abstract
Vinyl sulfides are useful synthetic intermediates1 which have received increasing attention recently both as masked carbonyl moieties2 and in carbon-carbon bond forming reactions.3 With regard to the latter, vinyl sulfide derivatives which are substituted in the α-position with halogen, tin, selenium, etc., are particularly useful due to the ready formation of anions upon treatment with a variety of organometallic reagents.3 d − 1 We report here that synthetically useful halovinyl sulfides can be produced in high yield by the eliminative deoxygenation of the corresponding α-halosulfoxides induced by electrophilic silicon reagents.