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Issue 10, 2017
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Merging photoredox catalysis with transition metal catalysis: site-selective C4 or C5-H phosphonation of 8-aminoquinoline amides

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Abstract

A simple and efficient protocol for the transition metal-catalyzed site-selective C–H phosphonation of 8-aminoquinolines with diarylphosphine oxide or H-phosphonate diesters was developed via a photoredox process. This reaction features high regioselectivity at the C4 or C5 position under mild and simple conditions (with a catalytic amount of silver salt at room temperature). Note that the C4 position of 8-aminoquinoline is an unusual reactive site.

Graphical abstract: Merging photoredox catalysis with transition metal catalysis: site-selective C4 or C5-H phosphonation of 8-aminoquinoline amides

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Publication details

The article was received on 19 Apr 2017, accepted on 27 Jun 2017 and first published on 28 Jun 2017


Article type: Research Article
DOI: 10.1039/C7QO00305F
Citation: Org. Chem. Front., 2017,4, 1981-1986
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    Merging photoredox catalysis with transition metal catalysis: site-selective C4 or C5-H phosphonation of 8-aminoquinoline amides

    H. Qiao, S. Sun, Y. Zhang, H. Zhu, X. Yu, F. Yang, Y. Wu, Z. Li and Y. Wu, Org. Chem. Front., 2017, 4, 1981
    DOI: 10.1039/C7QO00305F

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