Issue 79, 2019

Visible-light-induced radical cascade cyclization of oxime esters and aryl isonitriles: synthesis of cyclopenta[b]quinoxalines

Abstract

A visible-light-induced radical cascade cyclization of aryl isonitriles and cyclobutanone oxime esters for the synthesis of cyclopenta[b]quinoxalines has been accomplished for the first time. The key to the success of this process was the integration of the in situ-formed nitrile radical followed by the cascade radical isonitrile/nitrile insertion-cyclization. The easy introduction of substituents for both substrates and the high functional group tolerance of the reaction make it an efficient strategy to give various quinoxaline derivatives in moderate to good yields.

Graphical abstract: Visible-light-induced radical cascade cyclization of oxime esters and aryl isonitriles: synthesis of cyclopenta[b]quinoxalines

Supplementary files

Article information

Article type
Communication
Submitted
22 Jul 2019
Accepted
09 Sep 2019
First published
09 Sep 2019

Chem. Commun., 2019,55, 11900-11903

Visible-light-induced radical cascade cyclization of oxime esters and aryl isonitriles: synthesis of cyclopenta[b]quinoxalines

Y. Yuan, W. Dong, X. Gao, X. Xie and Z. Zhang, Chem. Commun., 2019, 55, 11900 DOI: 10.1039/C9CC05655F

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