Issue 34, 2022

Transition metal-catalyzed regioselective functionalization of carbazoles and indolines with maleimides

Abstract

The directing group-assisted regioselective C–H activation of carbazoles and indolines is achieved via transition metal-catalyzed reactions. This C–H functionalization protocol provides a rapid approach to install diversely functionalized succinimide groups at the C-1 position of the carbazole moiety. In addition, this protocol demonstrates the intrinsic reactivity of indolines in providing C-2 succinimide-substituted indoles via cascade direct oxidation and C–H functionalization. This protocol also provides C-7 succinimide-substituted indolines under mild reaction conditions. The features of this reaction include a wide substrate scope and excellent regioselectivity for the installation of the succinimide moiety on biologically interesting molecules.

Graphical abstract: Transition metal-catalyzed regioselective functionalization of carbazoles and indolines with maleimides

Supplementary files

Article information

Article type
Paper
Submitted
10 Jun 2022
Accepted
03 Aug 2022
First published
05 Aug 2022

Org. Biomol. Chem., 2022,20, 6776-6783

Transition metal-catalyzed regioselective functionalization of carbazoles and indolines with maleimides

E. H. Cho, M. S. Akhtar, M. Aslam, R. S. Thombal, X. Li, J. Shim and Y. R. Lee, Org. Biomol. Chem., 2022, 20, 6776 DOI: 10.1039/D2OB01077A

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