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Issue 7, 2017
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Copper-catalyzed oxidative amidation of α,β-unsaturated ketones via selective C–H or C–C bond cleavage

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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

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Publication details

The article was received on 22 Feb 2017, accepted on 22 Apr 2017 and first published on 24 Apr 2017


Article type: Research Article
DOI: 10.1039/C7QO00146K
Org. Chem. Front., 2017,4, 1420-1424

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    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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