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

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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

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Article information


Submitted
11 Sep 2020
Accepted
12 Oct 2020
First published
13 Oct 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

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, Advance Article , DOI: 10.1039/D0QO01109F

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