Metal-free synthesis of gem-difluorinated heterocycles from enaminones and difluorocarbene precursors

• DOI: 10.1039/d2cc00383j
• Publication Date: 2022-02-14T11:08:05Z
• Authors: Fei Wang; Rui Fu; Jie Chen; Jiaxin Rong; Enfu Wang; Jian Zhang; Zhengyu Zhang; Yaojia Jiang
• Keywords: Difluorocarbene; Bond cleavage; Triple bond; Functional group

A cascade strategy to synthesise gem-difluorinated 2H-furans from reactions of BrCF2CO2Et with enaminones has been described. The tolerate a wide variety functional groups under metal-free conditions. An active aminocyclopropane is proposed be key intermediate through the cyclopropanation difluorocarbene enaminones, which further triggers regioselective C-C bond cleavage in situ afford corresponding 2H-furans.