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On the Metalation of 2,6-Dimethyl-4-tert-butyl-thiophenol

Author:
Kersting, Berthold, Steinfeld, Gunther
Source:
Zeitschrift für Naturforschung 1998 v.53 no.10 pp. 1239-1240
ISSN:
1865-7117
Subject:
lithium, oxidation, regioselectivity, sulfur
Abstract:
Metalation of 2,6-Dimethyl-4-tert-butyl-thiophenol (6) with n-BuLi/TMEDA in THF occurs regioselectively at the benzylic positions to produce lithium 2,6-di(lithiomethyl)-4-tert-butyl-benzenethiolate (7). Treatment of compound 7 with elem ental sulfur followed by iodine-oxidation affords an oxidation product 9a of bis(sulfanylmethyl)- 4-tert-butyl-thiophenol (5).
Agid:
5220981