Issue 56, 2015

Copper-catalyzed aerobic conversion of the C[double bond, length as m-dash]O bond of ketones to a C[triple bond, length as m-dash]N bond using ammonium salts as the nitrogen source

Abstract

The conversion of the C[double bond, length as m-dash]O bond of ketones to a C[triple bond, length as m-dash]N bond is described. This conversion is catalyzed by copper salts with ammonium salts as the nitrogen source in the presence of molecular oxygen. A wide variety of ketones can be converted into the corresponding compounds containing a C[triple bond, length as m-dash]N bond. Based on the preliminary experiments, a plausible mechanism of this transformation is disclosed.

Graphical abstract: Copper-catalyzed aerobic conversion of the C [[double bond, length as m-dash]] O bond of ketones to a C [[triple bond, length as m-dash]] N bond using ammonium salts as the nitrogen source

Supplementary files

Article information

Article type
Communication
Submitted
29 Mar 2015
Accepted
03 Jun 2015
First published
04 Jun 2015

Chem. Commun., 2015,51, 11264-11267

Author version available

Copper-catalyzed aerobic conversion of the C[double bond, length as m-dash]O bond of ketones to a C[triple bond, length as m-dash]N bond using ammonium salts as the nitrogen source

B. Xu, Q. Jiang, A. Zhao, J. Jia, Q. Liu, W. Luo and C. Guo, Chem. Commun., 2015, 51, 11264 DOI: 10.1039/C5CC02578H

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