Issue 22, 2021

Switchable regioselective hydroalkylation of 2-arylindoles with maleimides

Abstract

A condition-based switchable regioselective hydroalkylation of 2-arylindoles with maleimides has been developed. The reaction in the presence of a Ru(II)-catalyst resulted in hydroalkylation at the ortho-position of the C2-aryl ring via C–H activation whereas the reaction in the absence of the catalyst in TFE resulted in C3-hydroalkylation. Various functional groups both on the indole ring and on the 2-phenyl ring were tolerated and a wide range of hydroalkylated products were obtained in moderate to high (37–88%) yields.

Graphical abstract: Switchable regioselective hydroalkylation of 2-arylindoles with maleimides

Supplementary files

Article information

Article type
Paper
Submitted
08 Apr 2021
Accepted
04 May 2021
First published
04 May 2021

Org. Biomol. Chem., 2021,19, 4910-4921

Switchable regioselective hydroalkylation of 2-arylindoles with maleimides

D. S. Nipate, V. N. Shinde, K. Rangan and A. Kumar, Org. Biomol. Chem., 2021, 19, 4910 DOI: 10.1039/D1OB00690H

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