The Journal of Organic Chemistry

Chlorosulfenylation-dehydrochlorination reactions. New and improved methodology for the synthesis of unsaturated aryl sulfides and aryl sulfones

PB Hopkins, PL Fuchs

Index: Hopkins,P.B.; Fuchs,P.L. Journal of Organic Chemistry, 1978 , vol. 43, # 6 p. 1208 - 1217

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Citation Number: 162

Abstract

An improved procedure has been developed for the chlorosulfenylation of olefins. The method utilized is based on the quantitative reaction of aryl thiols with N-chlorosuccinimide to afford a reagent solution (A) which contains arylsulfenyl chloride as well as the “inert” co- product succinimide. Reaction of this reagent with a representative group of olefins (ethylene, cyclopentene, cyclohexene, cycloheptene, norbornene, butadiene, ...