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Issue 10, 2017
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Organocatalyzed aerobic oxidative Robinson-type annulation of 2-isocyanochalcones: expedient synthesis of phenanthridines

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Abstract

A DBU-catalyzed aerobic oxidative Robinson annulation of 2-isocyanochalcones with active methylene ketones was developed for the expedient synthesis of phenanthridines in high to excellent yields. This unprecedented multistep domino reaction represents a new strategy for the construction of this tricyclic scaffold by the sequential formation of two rings and three C–C bonds in a single operation at room temperature.

Graphical abstract: Organocatalyzed aerobic oxidative Robinson-type annulation of 2-isocyanochalcones: expedient synthesis of phenanthridines

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Publication details

The article was received on 28 Nov 2016, accepted on 13 Jan 2017 and first published on 20 Jan 2017


Article type: Communication
DOI: 10.1039/C6CC09430A
Chem. Commun., 2017,53, 1739-1742

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    Organocatalyzed aerobic oxidative Robinson-type annulation of 2-isocyanochalcones: expedient synthesis of phenanthridines

    Z. Hu, J. Dong, Y. Men, Y. Li and X. Xu, Chem. Commun., 2017, 53, 1739
    DOI: 10.1039/C6CC09430A

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