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Issue 46, 2015
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Experimental and mechanistic analysis of the palladium-catalyzed oxidative C8-selective C–H homocoupling of quinoline N-oxides

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Abstract

A novel site-selective palladium-catalyzed oxidative C8–H homocoupling reaction of quinoline N-oxides has been developed. The reaction affords substituted 8,8′-biquinolyl N,N′-dioxides that can be readily converted to a variety of functionalized 8,8′-biquinolyls. Mechanistic studies point to the crucial role of the oxidant and a non-innocent behavior of acetic acid as a solvent.

Graphical abstract: Experimental and mechanistic analysis of the palladium-catalyzed oxidative C8-selective C–H homocoupling of quinoline N-oxides

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Publication details

The article was received on 16 Mar 2015, accepted on 06 May 2015 and first published on 06 May 2015


Article type: Communication
DOI: 10.1039/C5CC02227D
Author version available: Download Author version (PDF)
Citation: Chem. Commun., 2015,51, 9507-9510
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    Experimental and mechanistic analysis of the palladium-catalyzed oxidative C8-selective C–H homocoupling of quinoline N-oxides

    D. E. Stephens, J. Lakey-Beitia, G. Chavez, C. Ilie, H. D. Arman and O. V. Larionov, Chem. Commun., 2015, 51, 9507
    DOI: 10.1039/C5CC02227D

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