Issue 10, 2017

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

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

Supplementary files

Article information

Article type
Communication
Submitted
28 Nov 2016
Accepted
13 Jan 2017
First published
20 Jan 2017

Chem. Commun., 2017,53, 1739-1742

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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