Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
A Novel Oxidation-Acetylation of Hydroxysulfides
MITSUO NUMATA, MASAYOSHI YAMAOKA, KATSUTADA MASUDA
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Volume 18 (1970) Issue 2 Pages 221-227

DOI https://doi.org/10.1248/cpb.18.221
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Abstract

A novel oxidative acetylation was found in the oxidation of hydroxyalkyl sulfides (IIIa to VIIIa) with 30% H2O2-AcOH. Whereby it was concluded that when the hydroxyl can conformationally approach the sulfur atom the sulfide is prone to acetylation during the oxidation. An oxidation-acetylation mechanism has been proposed for the reaction as summarized in Chart 4.

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