4.8 Article

Pd-Catalyzed Assembly of Fluoren-9-ones by Merging of C-H Activation and Difluorocarbene Transfer

Journal

ORGANIC LETTERS
Volume 23, Issue 7, Pages 2543-2547

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00467

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Funding

  1. National Natural Science Foundation [21772046]
  2. Natural Science Foundation of Fujian Province [2016J01064]

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This study introduces a novel method for the Pd-catalyzed assembly of fluoren-9-ones by combining C-H activation and difluorocarbene transfer, resulting in high yields with great functional group compatibility. It represents the first example of using difluorocarbene as a coupling partner in transition-metal-catalyzed C-H activation.
We disclose a novel Pd-catalyzed assembly of fluoren-9-ones by merging of C-H activation and difluorocarbene transfer. ClCF2COONa served as a difluorocarbene precursor to be harnessed as a carbonyl source in this transformation. The current protocol enables us to afford fluoren-9-ones in high yields with excellent functional group compatibility, which also represents the first example of using difluorocarbene as a coupling partner in transition-metal-catalyzed C-H activation.

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