Novel generation of phenylsulfenium ion and aromatic phenylthiolation. Reactions of hydrazoic acid, alkyl azides and hydroxylamine derivatives with alkyl phenyl …

H Takeuchi, T Yanase, K Itou, H Ōya…

Index: Takeuchi, Hiroshi; Yanase, Takehiro; Itou, Katsutaka; Oya, Hiromi; Adachi, Taki Journal of the Chemical Society, Chemical Communications, 1992 , # 12 p. 916 - 917

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Citation Number: 2

Abstract

Reactions of hydrazoic acid and alkyl azides with alkyl phenyl sulfides in the presence of both trifluoromethanesulfonic acid and trifluoroacetic acid gave 4-alkylthiophenyl phenyl sulfides in high yields via a phenylsulfenium ion. ... The formation of sulfenium ions has been proposed in many studies,' but their existence is controversial because their reactivity would not readily allow their existence as free ions; they would be converted to sulfonium2 or episulfonium ...