An Efficient Oxidation of Primary Azides Catalyzed by Copper Iodide: A Convenient Method for the Synthesis of Nitriles

被引:80
作者
Lamani, Manjunath [1 ]
Prabhu, Kandikere Ramaiah [1 ]
机构
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
关键词
azides; copper; nitriles; oxidation; tert-butyl hydroperoxide; AQUEOUS-MEDIUM; PRIMARY AMIDES; NUCLEOPHILIC-SUBSTITUTION; HETEROGENEOUS CATALYST; MOLYBDENUM XANTHATE; TRANSFORMATION; ALDOXIMES; CYANATION; ALDEHYDES; DEHYDRATION;
D O I
10.1002/anie.201002635
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A wide range of primary azides have been efficiently oxidized by a catalytic amount of CuI and TBHP into their corresponding nitriles in aqueous solution. A variety of oxidizable functional groups were well tolerated under the reaction conditions, and oxidation of secondary azides furnished their corresponding ketones (see scheme; TBHP=tert-butyl hydroperoxide). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:6622 / 6625
页数:4
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