Issue 7, 2017

Copper-catalyzed oxidative amidation of α,β-unsaturated ketones via selective C–H or C–C bond cleavage

Abstract

The copper-catalyzed oxidative amidation of readily available α,β-unsaturated ketones with N-fluorobenzenesulfonimide (NFSI) for the synthesis of biologically active enamides or α-amino substituted unsaturated ketone skeletons has been achieved. These transformations processed via a radical pathway, thus the amidation occurred at the unusual α-position of the α,β-unsaturated ketones, leading to the following effective C(CO)–C(vinyl) or C(vinyl)–H bond cleavage with high selectivity.

Graphical abstract: Copper-catalyzed oxidative amidation of α,β-unsaturated ketones via selective C–H or C–C bond cleavage

Supplementary files

Article information

Article type
Research Article
Submitted
22 Gur 2017
Accepted
22 Elb 2017
First published
24 Elb 2017

Org. Chem. Front., 2017,4, 1420-1424

Copper-catalyzed oxidative amidation of α,β-unsaturated ketones via selective C–H or C–C bond cleavage

T. W. Pouambeka, G. Zhang, G. Zheng, G. Xu, Q. Zhang, T. Xiong and Q. Zhang, Org. Chem. Front., 2017, 4, 1420 DOI: 10.1039/C7QO00146K

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