Reactions of n-sulfinyl-p-toluenesulfonamide with alcohols

JW Mcfarland, D Schut, B Zwanenburg

Index: McFarland, John W.; Schut, Dirk; Zwanenburg, Binne Tetrahedron, 1981 , vol. 37, p. 389 - 393

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Citation Number: 3

Abstract

N-Sulfinyl p-toluenesulfonamide (1) reacted with triaryl-and diarylmethanols to give predominantly N-substiuted sulfonamides and SO2 presumably via carbonium ion intermediates. When carbonium ion forming alchols, such as t-BuOH and Ph2C (Me) OH, were used the predominant products were alkenes and p-toluenesulfonamide. Allytic alcohols afforded N-substiuted sulfonamides along with dienes andp-toluenesulfonamide. ...