Chemoselective and efficient oxidation of sulfides to sulfoxides mediated by trimethylsilyl chloride and superoxide via a trimethylsilylperoxy radical

被引:20
作者
Chen, YJ [1 ]
Huang, YP [1 ]
机构
[1] Natl Chung Hsing Univ, Dept Chem, Taichung 402, Taiwan
关键词
superoxide; trimethylsilyl chloride; trimethylsilylperoxy radical; oxidation;
D O I
10.1016/S0040-4039(00)00828-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chemoselective and efficient oxidation of various sulfides were mediated by Me3SiCl and KO2 in dry acetonitrile at -15 degrees C to afford corresponding sulfoxides in excellent yields without any interference in the presence of ketone, olefin, ether and hydroxyl functionalities and without further oxidation to the sulfones. A trimethylsilylperoxy radical generated in situ from this new process is proposed. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5233 / 5236
页数:4
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