Issue 17, 2022

Efficient one-step synthesis of 3-(indol-2-yl)quinoxalin-2(1H)-ones via electrochemical oxidative cross-dehydrogenative coupling

Abstract

Developing an efficient and convenient method for direct synthesis of bioactive 3-(indol-2-yl)quinoxalin-2(1H)-ones is highly desirable in the pharmaceutical industry. In this work, 3-(indol-2-yl)quinoxalin-2(1H)-ones were synthesized by a one-step electrochemical cross-dehydrogenative coupling process from quinoxalin-2(1H)-ones and indoles. This protocol is simple, operationally convenient, and compatible with a broad range of substrates, enabling the synthesis of the desired coupling products in good to excellent yields (up to 97%) without the use of any catalyst or chemical oxidant. In addition, a reaction mechanism based on the electrochemical oxidation of indoles was proposed.

Graphical abstract: Efficient one-step synthesis of 3-(indol-2-yl)quinoxalin-2(1H)-ones via electrochemical oxidative cross-dehydrogenative coupling

Supplementary files

Article information

Article type
Paper
Submitted
13 Jan 2022
Accepted
25 Mar 2022
First published
30 Mar 2022

New J. Chem., 2022,46, 8037-8042

Efficient one-step synthesis of 3-(indol-2-yl)quinoxalin-2(1H)-ones via electrochemical oxidative cross-dehydrogenative coupling

H. Zhang, L. Hu, K. Yu, L. Lou and S. Liu, New J. Chem., 2022, 46, 8037 DOI: 10.1039/D2NJ00205A

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