Metal-free synthesis of gem-difluorinated heterocycles from enaminones and difluorocarbene precursors. Issue 21 (22nd February 2022)

• Record Type: Journal Article
• Authors: Wang, Fei; Fu, Rui; Chen, Jie; Rong, Jiaxin; Wang, Enfu; Zhang, Jian; Zhang, Zhengyu; Jiang, Yaojia
• Is Part Of: Chemical communications. Volume 58:Issue 21(2022)
• Page Start: 3477
• Page End: 3480
• Publication Date: 2022-02-22
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc00383j
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A cascade strategy to synthesise gem -difluorinated 2 H -furans from reactions of BrCF2 CO2 Et with enaminones has been described. The reactions work efficiently for a broad substrate scope and tolerate a variety of functional groups under very mild metal-free conditions. Abstract : A cascade strategy to synthesise gem -difluorinated 2 H -furans from reactions of BrCF2 CO2 Et with enaminones has been described. The reactions tolerate a wide variety of functional groups under metal-free conditions. An active aminocyclopropane is proposed to be a key intermediate through the cyclopropanation of difluorocarbene with enaminones, which further triggers a regioselective C–C bond cleavage in situ to afford the corresponding gem -difluorinated 2 H -furans.