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Issue 4, 2017
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Synthesis of 3-acylquinolines through Cu-catalyzed double C(sp3)–H bond functionalization of saturated ketones

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Abstract

A novel synthesis of 3-acylquinolines from Cu-catalyzed one-pot reactions of 2-aminoaryl aldehydes/ketones with inactivated ketones is presented. Mechanistically, the formation of the title compounds involves a cascade procedure including C(sp3)–H bond amination, enaminone formation, and enamine-carbonyl condensation. To our knowledge, this should be the first example in which 3-acylquinolines are prepared through Cu-catalyzed double C(sp3)–H bond functionalization of saturated ketones.

Graphical abstract: Synthesis of 3-acylquinolines through Cu-catalyzed double C(sp3)–H bond functionalization of saturated ketones

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Publication details

The article was received on 15 Dec 2016, accepted on 04 Feb 2017, published on 06 Feb 2017 and first published online on 06 Feb 2017


Article type: Research Article
DOI: 10.1039/C6QO00817H
Citation: Org. Chem. Front., 2017,4, 612-616
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    Synthesis of 3-acylquinolines through Cu-catalyzed double C(sp3)–H bond functionalization of saturated ketones

    Z. Wang, G. Chen, X. Zhang and X. Fan, Org. Chem. Front., 2017, 4, 612
    DOI: 10.1039/C6QO00817H

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