Journal of the American Chemical Society

Thioammonium ions. Azasulfenylation reactions

MC Caserio, JK Kim

Index: Caserio, Marjorie C.; Kim, Jhong K. Journal of the American Chemical Society, 1982 , vol. 104, # 11 p. 3231 - 3233

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Citation Number: 44

Abstract

Experimental facts pertinent to the mechanisms in question follow. Solutions of sulfonium adducts Sa-d (see Table I) in CD3N02 underwent rapid sulfide exchange with dimethyl-d, sulfide (90% equilibrated in 3 min at room temperature). In the case of 8c, which is the kinetic product of addition of 1 to 2-methylpropene, rearrangement occurred to give a 2: 1 mixture of regioisomers 8c/M within 4-6 h at rmm temperature in CD3N02. Not only was ...