Polymer-Supported N-Phenylsulfonyloxaziridine (Davis Reagent): A Versatile Oxidant

被引:21
作者
Gao, Yongnian [1 ]
Lam, Yulin [1 ]
机构
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
关键词
Davis reagent; heterocycles; oxidation; N-phenylsulfonyloxaziridine; polymer-supported oxidizing agent;
D O I
10.1002/adsc.200800500
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient preparation of a new recyclable polymer-supported oxidizing agent based on N-phenylsulfonyloxaziridine has been developed. This new polymer-supported oxidant was shown to effect a clean and selective conversion of a range of sulfides, selenides, amines, phosphines and enolates to the corresponding sulfoxides, selenoxides, N-oxides, phosphine oxides and alpha-hydroxy carbonyl compounds. It also enabled tetrahydrobenzimidazoles to be oxidatively rearranged to spiro-fused 5-imidazolones. Recycling of the polymer-supported oxidant is possible with minimal loss of activity after several re-oxidations.
引用
收藏
页码:2937 / 2946
页数:10
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