Chlorination of disulfoxides

BB Jarvis, HE Fried

Index: Jarvis,B.B.; Fried,H.E. Journal of Organic Chemistry, 1975 , vol. 40, # 9 p. 1278 - 1280

Full Text: HTML

Citation Number: 5

Abstract

Chlorination of (&)-and rneso-bis (phenylsulfiny1) methane (la and lb) with sulfuryl chloride under a variety of conditions gives a-chloro sulfoxides 2a and 2b+ 2c, respectively, in high yield with no change in stereochemistry at the sulfur centers. With excess sulfuryl chloride, la is dichlarinated to (&)-bis (phenylsulfiny1) dichloromethane (3a), which can be reduced, in succession, to a-chloro sulfoxide 2a and then to la with either chromous ion or trin- ...