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Issue 4, 2017
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Site-selective oxidative C–H sulfonylation of 8-acylaminoquinolines and anilides under metal-free conditions

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Abstract

A highly site-selective oxidative C–H sulfonylation method for 8-acylaminoquinolines and anilides with sulfonyl chlorides has been developed, which provided C5-sulfonylated quinolines and para-sulfonylated anilides respectively. Good functional group compatibility was showed in both amides and sulfonyl substrates. This method was only mediated by using a hypervalent iodine reagent PhI(OPiv)2 under mild conditions without any metallic catalyst or extra additives, which would provide a novel and facile methodology for synthesis of sulfone compounds.

Graphical abstract: Site-selective oxidative C–H sulfonylation of 8-acylaminoquinolines and anilides under metal-free conditions

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Publication details

The article was received on 19 Nov 2016, accepted on 31 Dec 2016 and first published on 03 Jan 2017


Article type: Research Article
DOI: 10.1039/C6QO00730A
Citation: Org. Chem. Front., 2017,4, 514-518
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    Site-selective oxidative C–H sulfonylation of 8-acylaminoquinolines and anilides under metal-free conditions

    Y. Wang, Y. Wang, Q. Zhang and D. Li, Org. Chem. Front., 2017, 4, 514
    DOI: 10.1039/C6QO00730A

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