Tetrahedron letters

Efficient formation of aromatic thiols from thiomethylated precursors

A Pinchart, C Dallaire, A Van Bierbeek, M Gingras

Index: Pinchart, Alain; Dallaire, Carol; Van Bierbeek, Alain; Gingras, Marc Tetrahedron Letters, 1999 , vol. 40, # 30 p. 5479 - 5482

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Citation Number: 41

Abstract

As a model study, a series of linear and branched p-phenylene and m-phenylene sulfides, functionalized by a thiomethyl group, were deprotected to thiols while using various alkyl thiolates at 160° C in DMF. Many complex aromatic thiols were obtained in almost quantitative yields from a trivial purification and without significant contamination by disulfides. This methodology is reliable, efficient and has been optimized on several ...