Facile introduction of SH group on aromatic substrates via electrophilic substitution reactions.

J Org Chem

Laboratoire de Synthèse Bioorganique, UMR 7514 associée au CNRS, Université Louis Pasteur de Strasbourg, Faculté de Pharmacie, 74 Route du Rhin, 67400 Illkirch, France.

Published: July 2003

Herein, we describe a mild and efficient two-step procedure to introduce a thiol group on aromatic substrates. First, reaction with an activated sulfoxide leads to an arylsulfonium salt intermediate. Then, two successive beta-elimination-based dealkylation reactions afford the desired arylthiols in good to excellent yields.

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http://dx.doi.org/10.1021/jo034013hDOI Listing

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