Efficient formation of aromatic thiols from thiomethylated precursors

Authors
Pinchart, A Dallaire, C Van Bierbeek, A Gingras, M
Citation
A. Pinchart et al., Efficient formation of aromatic thiols from thiomethylated precursors, TETRAHEDR L, 40(30), 1999, pp. 5479-5482
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
30
Year of publication
1999
Pages
5479 - 5482
Database
ISI
SICI code
0040-4039(19990723)40:30<5479:EFOATF>2.0.ZU;2-F
Abstract
As a model study, a series of linear and branched p-phenylene and m-phenyle ne sulfides, functionalized by a thiomethyl group, were deprotected to thio ls while using various alkyl thiolates at 160 degrees C in DMF. Many comple x aromatic thiols were obtained in almost quantitative yields from a trivia l purification and without significant contamination by disulfides. This me thodology is reliable, efficient and has been optimized on several substrat es. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.