Copper-catalyzed aerobic oxidative amidation of terminal alkynes: efficient synthesis of ynamides

Tetsuya Hamada; Xuan Ye; Shannon S Stahl

doi:10.1021/ja077406x

Copper-catalyzed aerobic oxidative amidation of terminal alkynes: efficient synthesis of ynamides

J Am Chem Soc. 2008 Jan 23;130(3):833-5. doi: 10.1021/ja077406x. Epub 2008 Jan 1.

Authors

Tetsuya Hamada¹, Xuan Ye, Shannon S Stahl

Affiliation

¹ Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, USA.

PMID: 18166058
DOI: 10.1021/ja077406x

Abstract

A copper-catalyzed method for the preparation of ynamides has been identified that proceeds via aerobic oxidative coupling of terminal alkynes with various nitrogen nucleophiles, including cyclic carbamates, amides and ureas, and N-alkyl-arylsulfonamides and indoles.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Aerobiosis
Alkynes / chemistry*
Amides / chemical synthesis*
Catalysis
Copper / chemistry*
Oxidation-Reduction

Substances

Alkynes
Amides
Copper