Cu2(OTf)2-catalyzed and microwave-controlled preparation of tetrazoles from nitriles and organic azides under mild, safe conditions

被引：108
作者：
Bosch, Lluis [1 ]
Vilarrasa, Jaume [1 ]
机构：
[1] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 21期
关键词：
azides; copper; cycloaddition; homogeneous catalysis; tetrazoles;
D O I：
10.1002/anie.200605095
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Avoiding hazards: Cu2(OTf)2·C 6H6 (OTf = O3SCF3) is the catalyst of choice for the [3+2] cycloaddition of organic azides and ethyl cyanoformate or related nitriles (see scheme; PG = protecting group, EWG = electron-withdrawing group). For the first time, tetrazoles are obtained from these substrates at room temperature; heating at 80°C in CH 2Cl2 (microwave reactor) is only required for the most reluctant substrates. (Chemical Equation Presented). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
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收藏
页码：3926 / 3930
页数：5
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