Activation of superoxide by boron trifluoride: chemoselective and efficient oxidation of sulfides to sulfoxides via tetrafluorodiboronperoxide

被引：11

作者：

Chen, YJ ^{[1
]}

Shen, JY ^{[1
]}

机构：

[1] Natl Chung Hsing Univ, Dept Chem, Taichung 402, Taiwan

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 24期

关键词：

superoxide; activation; tetrafluorodiboronperoxide; boron trifluoride; oxidation; sulfide; sulfoxide;

D O I：

10.1016/j.tetlet.2005.04.058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Activation of superoxide with boron trifluoride in dry acetonitrile can facilitate highly chemoselective and efficient oxidation of sulfides to corresponding sulfoxides at ice-water bath in excellent yields without any interference in the presence of ketone, olefin, ether, and hydroxyl functionalities. This new method also offers further advantages of a short reaction time, no overoxidation to sulfones, and none of complex catalysts and toxic metallic compounds used. A tetrafluorodiboronperoxide intermediate formed in situ from this new process is proposed. (c) 2005 Elsevier Ltd. All rights reserved.

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收藏

页码：4205 / 4208

页数：4

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