Synthesis of Secondary Enamides by Ruthenium-Catalyzed Selective Addition of Amides to Terminal Alkynes

被引：81

作者：

Goossen, Lukas J. ^{[1
]}

Salih, Kifah S. M. ^{[1
]}

Blanchot, Mathieu ^{[1
]}

机构：

[1] TU Kaiserslautern, FB Chem Organ Chem, D-67663 Kaiserslautern, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 44期

关键词：

alkynes; amides; enamides; hydroamidation; ruthenium;

D O I：

10.1002/anie.200803068

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Enamides made easy: A catalyst system generated in situ using bis(2-methallyl)-(cycloocta-1,5-diene)ruthenium(II), 1,4-bis(dicyclohexylphosphino)butane, and ytterbium triflate efficiently catalyzes the addition of primary amides to terminal alkynes, selectively forming the Z-anti-Markovnikov enamides. The E isomers are also accessible by combining the hydroamidation with an in situ double-bond isomerization reaction. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：8492 / 8495

页数：4

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