Selective oxidation of sulfides to sulfoxides with molecular oxygen catalyzed by N-hydroxyphthalimide (NHPI) in the presence of alcohols

被引：55

作者：

Iwahama, T

Sakaguchi, S

Ishii, Y ^{[1
]}

机构：

[1] Kansai Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5648680, Japan

[2] Kansai Univ, High Technol Res Ctr, Suita, Osaka 5648680, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 49期

关键词：

D O I：

10.1016/S0040-4039(98)02054-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aerobic oxidation of various sulfides using N-hydroxyphthalimide (NHPI) in the presence of alcohols was examined. For instance, the oxidation of diphenyl sulfide in the presence of cyclohexanol and a catalytic amount of NHPI in benzonitrile gave diphenyl sulfoxide in 88 % yield along with a small amount of diphenyl sulfone (7 %). The actual oxidant in this oxidation is considered to be an a-hydroxy hydroperoxide generated by the autoxidation of alcohol assisted by the NHPI which serves as the radical catalyst. (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：9059 / 9062

页数：4

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