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Preparation of Arylmercapturic Acids by S ‐Arylation of N , N ′‐Diacetylcystine
Author(s) -
Krouželka Jan,
Linhart Igor
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900982
Subject(s) - chemistry , cystine , copper , cysteine , organic chemistry , enzyme
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 & Co. KGaA, 69451 Weinheim, Germany, 2009)