Oxidative Fragmentations of 2??(Trimethylsilyl) ethyl Sulfoxides− Routes to Alkane??, Arene??, and Highly Substituted 1??Alkenesulfinyl Chlorides

…, RR Strickler, R Dunn??Dufault…

Index: Schwan, Adrian L.; Strickler, Rick R.; Dunn-Dufault, Robert; Brillon, Denis European Journal of Organic Chemistry, 2001 , # 9 p. 1643 - 1654

Full Text: HTML

Citation Number: 11

Abstract

Abstract The preparation of a collection of alkyl, aryl, and 1-alkenyl 2-(trimethylsilyl) ethyl sulfoxides is outlined, using mostly vinyltrimethylsilane or 2-(trimethylsilyl) ethanesulfenyl chloride (5) as key starting materials. The 2-(trimethylsilyl) ethyl group can be cleaved from many of the sulfoxides under oxidative fragmentation conditions using sulfuryl chloride and the reaction represents a new protocol for sulfinyl chloride synthesis. The method is ...