Preparation of Arylmercapturic Acids by <i>S</i>‐Arylation of <i>N</i>,<i>N</i>′‐Diacetylcystine

Abstract

Abstract A simple convenient method has been developed for the preparation of N ‐acetyl‐ S ‐arylcysteines based on the Chan–Lam–Evans arylation of N , N ′‐diacetylcystine dimethyl ester with arylboronic acids and used to synthesize a series of arylmercapturic acids. Unlike copper‐mediated N ‐arylation, the S ‐arylation of neither cysteine nor cystine derivatives proceeded satisfactorily in the presence of air.(© Wiley‐VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2009)