Methylthiolation of unsaturated sulfides. Thiosulfonium ions

ML Kline, N Beutow, JK Kim…

Index: Kline,M.L. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 12 p. 1904 - 1910

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Citation Number: 11

Abstract

The reactions of methanesulfenyl chloride and dimethyl (methy1thio) sulfonium fluoroborate with 2-propenyl methyl sulfide, 3-butenyl methyl sulfide, and 4-pentenyl methyl sulfide are described. Addition to the double bond occurs in each case. l-Chloro-2, 3-bis (methylthio) propane is the kinetic product of addition of CH3SC1 to 2-propenyl methyl sulfide, and this product rearranges on heating at 100" C for 2-3 days to an equilibrium 34: 66 mixture of 1- ...

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