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Highly selective C–H bond activation of N-arylbenzimidamide and divergent couplings with diazophosphonate compounds: a catalyst-controlled selective synthetic strategy for 3-phosphorylindoles and 4-phosphorylisoquinolines

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Abstract

A highly efficient synthetic strategy to construct 3-phosphorylindole and 4-phosphorylisoquinoline privileged scaffolds via selective C–H bond activations of N-phenylbenzimidamide and the subsequent divergent couplings with diazophosphonate compounds was achieved successfully by altering the Rh(III)/Ru(II) catalyst systems. This protocol features excellent chemoselectivity, wide substrate tolerance and mild reaction conditions, which might find wider application in the discovery of lead compounds in the future.

Graphical abstract: Highly selective C–H bond activation of N-arylbenzimidamide and divergent couplings with diazophosphonate compounds: a catalyst-controlled selective synthetic strategy for 3-phosphorylindoles and 4-phosphorylisoquinolines

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Publication details

The article was received on 24 Oct 2018, accepted on 16 Dec 2018 and first published on 17 Dec 2018


Article type: Research Article
DOI: 10.1039/C8QO01148F
Citation: Org. Chem. Front., 2019, Advance Article
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    Highly selective C–H bond activation of N-arylbenzimidamide and divergent couplings with diazophosphonate compounds: a catalyst-controlled selective synthetic strategy for 3-phosphorylindoles and 4-phosphorylisoquinolines

    Q. Yang, C. Wu, J. Zhou, G. He, H. Liu and Y. Zhou, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C8QO01148F

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