Elimination reactions of alkanesulfenyl derivatives: effect of structure on reactivity in thioketone-forming eliminations of diarylmethyl thiosulfonates

JL Kice, L Weclas

Index: Kice, John L.; Weclas, Ludmilla Journal of Organic Chemistry, 1985 , vol. 50, # 1 p. 32 - 39

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Citation Number: 9

Abstract

Many substitution reactions of nucleophiles with alka- nesulfonyl derivatives RCH2S02Y, especially where R = Ar, proceed by an elimination-addition mechanism (eq la) involving a sulfene intermediate (RCH = SO2), rather than by direct substitution at sulfur (eq lb).l Quantitative data ... RCH~SOBY + NU- CRCH=SO,I && RCH2S02Nu (la) ... (1) For a review see: King, JF Acc. Chem. Res. 1975, &?, 10. (2) King, J. F.; Beataon, R. P. Tetrahedron Lett. 1975, 973. (3) Davy, MB; ...