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

Xiaobing Liu, Heyun Sheng, Yao Zhou, Qiuling Song

2021Organic Letters61 citationsDOI

Abstract

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.

Topics & Concepts

DifluorocarbeneCatalysisChemistryPhotochemistryMedicinal chemistryOrganic chemistryFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms
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