A Highly Efficient Three-Component Coupling of Aldehyde, Alkyne, and Amines via C−H Activation Catalyzed by Gold in Water

Chunmei Wei and Chao-Jun Li*
Department of Chemistry, Tulane University, New Orleans, Louisiana 70118, and Department of Chemistry, McGill University, 801 Sherbrooke St. West, Montreal, QC H3A 2K6 Canada
J. Am. Chem. Soc., 2003, 125 (32), pp 9584–9585
DOI: 10.1021/ja0359299
Publication Date (Web): July 19, 2003
Copyright © 2003 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, cjli@tulane.edu

Abstract

Abstract Image

A highly efficient three-component-coupling of aldehyde, alkyne, and amine (A3 Coupling) catalyzed by gold via C−H activation was developed in water. The reaction is general, and nearly quantitative yields of the corresponding propargylamines were obtained in most cases. Both aromatic and aliphatic aldehydes and amines can be used for the reaction. No additional cocatalyst or activator is required. A mechanistic rationale for the reaction has been proposed.

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History

  • Published In Issue August 13, 2003
  • Received May 2, 2003

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