Gold-Catalyzed Synthesis of Tetrazoles from Alkynes by C-C Bond Cleavage

被引：56
作者：
Gaydou, Morgane [1 ]
Echavarren, Antonio M. [1 ,2 ]
机构：
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[2] Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 50期
基金：
欧洲研究理事会;
关键词：
azides; cycloadditions; gold; heterocycles; rearrangement; HUISGEN 1,3-DIPOLAR CYCLOADDITION; CLICK CHEMISTRY APPROACH; SCHMIDT REACTIONS; AZIDES; COMPLEXES; ACID; NITROGENATION; MECHANISMS; NITRILES; LIGATION;
D O I：
10.1002/anie.201308076
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Golden duality: Tetrazoles are formed by the reaction of alkynes with TMSN3 (TMS=trimethylsilyl) in the presence of iPrOH and the gold(I) catalyst [JohnPhosAu(MeCN)]SbF6. In this transformation gold plays a dual role, first activating the alkyne and then generating a Brønsted acid in situ. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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收藏
页码：13468 / 13471
页数：4
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