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Copper-catalyzed versatile C(sp3)–H arylation: synthetic scope and regioselectivity investigations

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Abstract

The copper-catalyzed versatile C(sp2)–C(sp3) bond formation with N-heteroaromatics and hydrogen donors was developed. Various alkanes and ethers reacted with quinolines, isoquinolins, pyridines, benzooxazole and benzothiazole to give the corresponding C(sp2)–H alkylation products via cross-dehydrogenative coupling. On the other hand, we achieved the high regioselective C(sp2)–halogen alkylation of (hetero)aryl chlorides and (hetero)aryl bromides with ethers via elimination of the halogen radical. The reaction mechanism was investigated with control experiments.

Graphical abstract: Copper-catalyzed versatile C(sp3)–H arylation: synthetic scope and regioselectivity investigations

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Publication details

The article was received on 31 Jan 2019, accepted on 27 Mar 2019 and first published on 29 Mar 2019


Article type: Research Article
DOI: 10.1039/C9QO00175A
Citation: Org. Chem. Front., 2019, Advance Article

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    Copper-catalyzed versatile C(sp3)–H arylation: synthetic scope and regioselectivity investigations

    J. Zhou, Y. Zou, P. Zhou, Z. Chen and J. Li, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00175A

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