4.6 Article

Synthesis of 10H-indolo[1,2-a]indol-10-ones via palladium-catalyzed C-H bond activation and difluorocarbene transfer

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 20, Issue 41, Pages 8120-8124

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob01493a

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Funding

  1. National Natural Science Foundation of China [21762039]
  2. Natural Science Foundation of Gansu Province [20JR5RA521]

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A Pd-catalyzed annulation method has been developed for the synthesis of 10H-indolo[1,2-a]indol-10-one derivatives via C-H bond activation and difluorocarbene transfer. The method features high reactivity and moderate to high yields.
A Pd-catalyzed annulation between 1-(2-iodophenyl)-1H-indoles and sodium difluorochloroacetate has been developed to synthesize 10H-indolo[1,2-a]indol-10-one derivatives via C-H bond activation and difluorocarbene transfer. Our route enables facile access to the targeted products with various substituents in moderate to high yields. This method features high reactivity, good functional group tolerance, a simple operation procedure, and mild reaction conditions. The reaction can be carried out on a gram scale.

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