4.7 Article

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

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 7, Issue 22, Pages 3698-3704

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0qo01109f

Keywords

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Funding

  1. National Natural Science Foundation of China [21572047]
  2. Plan for Scientific Innovation Talents of Henan Province [184200510012]
  3. Program for Innovative Research Team in Science and Technology in Universities of Henan Province [20IRTSTHN005]
  4. Key Project of Science and Technology of Henan Province [192102310412]
  5. 111 Project [D17007]

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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.

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