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Issue 25, 2018
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Base-controlled chemoselectivity reaction of vinylanilines with isothiocyanates for synthesis of quinolino-2-thione and 2-aminoquinoline derivatives

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Abstract

Here, we report a base-controlled chemo-selective reaction of vinylanilines with alkyl/aryl isothiocyanates to afford quinolino-2-thione and 2-aminoquinoline derivatives. The quinolino-2-thiones could be obtained in high yields in the presence of Et3N. Particularly interesting is that the reaction could produce the 2-aminoquinolines in the presence of K3PO4 with high selectivity.

Graphical abstract: Base-controlled chemoselectivity reaction of vinylanilines with isothiocyanates for synthesis of quinolino-2-thione and 2-aminoquinoline derivatives

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Publication details

The article was received on 04 Jan 2018, accepted on 28 Feb 2018 and first published on 01 Mar 2018


Article type: Communication
DOI: 10.1039/C8CC00062J
Citation: Chem. Commun., 2018,54, 3114-3117
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    Base-controlled chemoselectivity reaction of vinylanilines with isothiocyanates for synthesis of quinolino-2-thione and 2-aminoquinoline derivatives

    X. Zhang, T. Wang, C. Huo, X. Wang and Z. Quan, Chem. Commun., 2018, 54, 3114
    DOI: 10.1039/C8CC00062J

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