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Issue 15, 2015
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(E)-α,β-unsaturated amides from tertiary amines, olefins and CO via Pd/Cu-catalyzed aerobic oxidative N-dealkylation

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Abstract

A novel Pd/Cu-catalyzed chemoselective aerobic oxidative N-dealkylation/carbonylation reaction has been developed. Tertiary amines are utilized as a “reservoir” of “active” secondary amines in this transformation, which inhibits the formation of undesired by-products and the deactivation of the catalysts. This protocol allows for an efficient and straightforward construction of synthetically useful and bioactive (E)-α,β-unsaturated amide derivatives from easily available tertiary amines, olefins and CO.

Graphical abstract: (E)-α,β-unsaturated amides from tertiary amines, olefins and CO via Pd/Cu-catalyzed aerobic oxidative N-dealkylation

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Publication details

The article was received on 08 Nov 2014, accepted on 13 Jan 2015 and first published on 13 Jan 2015


Article type: Communication
DOI: 10.1039/C4CC08925A
Citation: Chem. Commun., 2015,51, 3247-3250
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    (E)-α,β-unsaturated amides from tertiary amines, olefins and CO via Pd/Cu-catalyzed aerobic oxidative N-dealkylation

    R. Shi, H. Zhang, L. Lu, P. Gan, Y. Sha, H. Zhang, Q. Liu, M. Beller and A. Lei, Chem. Commun., 2015, 51, 3247
    DOI: 10.1039/C4CC08925A

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