Intermolecular and Selective Synthesis of 2,4,5-Trisubstituted Oxazoles by a Gold-Catalyzed Formal [3+2] Cycloaddition

被引：211

作者：

Davies, Paul W. ^{[1
]}

Cremonesi, Alex ^{[1
]}

Dumitrescu, Lidia ^{[1
]}

机构：

[1] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 38期

关键词：

1,3-oxazoles; cycloaddition; gold; homogeneous catalysis; ynamides; ONE-POT SYNTHESIS; PROPARGYLIC ALCOHOLS; SUBSTITUTED OXAZOLES; EFFICIENT SYNTHESIS; CYCLIZATION; ALKYNE; COPPER; YNAMIDES; YLIDES; PHOTOCHEMISTRY;

D O I：

10.1002/anie.201103563

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Oxazole new world: A gold-catalyzed intermolecular reaction of pyridine-N-aminides with ynamides can be used to prepare trisubstituted 1,3-oxazoles with a variety of functional groups. This formal [3+2] cycloaddition employs robust conjugated N-ylides as N-nucleophilic N-acyl nitrene equivalents for a highly chemoselective and regioselective addition across electron-rich C-C triple bonds. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：8931 / 8935

页数：5

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