Issue 22, 2020

Synthesis of maleimide fused benzocarbazoles and imidazo[1,2-a]pyridines via rhodium(iii)-catalyzed [4 + 2] oxidative cycloaddition

Abstract

In this paper, an efficient and sustainable synthesis of the synthetically and pharmaceutically significant maleimide-fused benzocarbazoles/imidazo[1,2-a]pyridines from the reaction of 2-arylindoles/2-arylimidazo[1,2-a]pyridines with maleimides through rhodium-catalyzed oxidative [4 + 2] annulation is presented. This method features easily obtainable substrates, high atom-efficiency and good functional group tolerance. Notably, by using this method a bioactive agent was smoothly synthesized in an excellent yield.

Graphical abstract: Synthesis of maleimide fused benzocarbazoles and imidazo[1,2-a]pyridines via rhodium(iii)-catalyzed [4 + 2] oxidative cycloaddition

Supplementary files

Article information

Article type
Research Article
Submitted
11 Sep 2020
Accepted
12 Oct 2020
First published
13 Oct 2020

Org. Chem. Front., 2020,7, 3698-3704

Synthesis of maleimide fused benzocarbazoles and imidazo[1,2-a]pyridines via rhodium(III)-catalyzed [4 + 2] oxidative cycloaddition

B. Li, C. Guo, N. Shen, X. Zhang and X. Fan, Org. Chem. Front., 2020, 7, 3698 DOI: 10.1039/D0QO01109F

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