Bulletin of the Chemical Society of Japan

Pseudohalogen Chemistry. III. Orientation of Heterolytic Addition of Thioeyanogen Chloride to Some Unsymmetrical Alkenes

RG Guy, I Pearson

Index: Guy,R.G.; Pearson,I. Bulletin of the Chemical Society of Japan, 1976 , vol. 49, p. 2310 - 2314

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Citation Number: 13

Abstract

Thiocyanogen chloride reacts with various unsymmetrical alkenes, cycloalkenes, and α- arylalkenes in the presence of a radical inhibitor in acetic acid in the dark at 25° C to yield α- chloro-β-thiocyanates, α-acetoxy-β-thiocyanates, α-hydroxy-β-thiocyanates, vinylic thiocyanates or allylic isothiocyanates in various combinations. The additions to the α- arylalkenes are regiospecific, yielding the Markownikov-orientated products, but the ...