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A Novel Synthesis of tert- Alkyl Sulfides

✍ Scribed by Alan R. Katritzky; Subbu Perumal; Wojciech Kuzmierkiewicz; Ping Lue; John V. Greenhill

Publisher
John Wiley and Sons
Year
1991
Tongue
German
Weight
436 KB
Volume
74
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

tert‐ Alkyl sulfides are conveniently prepared from α‐(1__H__‐benzotriazol‐1‐yl)alkyl sulfides by displacement of the 1__H__‐benzotriazol‐1‐yl group with Grignard reagents. The 1‐[α‐(alkylthio)alkyl]‐ and 1‐[α‐(arylthio)alkyl]‐1__H__‐benzotriazole intermediates are easily available by several routes: (i) displacement of the halogen from appropriate halides by sodium salts of thiols, (ii) condensation of 1__H__‐benzotriazole and thiols with carbonyl compounds, or (iii) lithiation of N‐substituted 1__H__‐benzotriazoles and subsequent treatment with electrophiles.

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Communications are brief preliminary reports of research work in all areas of chemistry which, on account of its fundamental significance, novelty, or general applicability, should be of interest to a broad spectrum of chemists. Authors of communications are requested to state reasons of this kind j