Carbon‐Selective Difluoromethylation of Soft Carbon Nucleophiles with Difluoromethylated Sulfonium Ylide. Issue 11 (25th September 2018)

• Record Type: Journal Article
• Authors: Zhu, Jiansheng; Zheng, Hanliang; Xue, Xiao‐Song; Xiao, Yisa; Liu, Yafei; Shen, Qilong
• Is Part Of: Chinese journal of chemistry. Volume 36:Issue 11(2018)
• Page Start: 1069
• Page End: 1074
• Publication Date: 2018-09-25
• Subjects: fluorine -- electrophilic substitution -- ylides -- regioselectivity; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/cjoc.201800383
• Languages: English
• ISSNs: 1001-604X

Abstract

Abstract: A highly carbon‐selective difluoromethylation of soft carbon nucleophiles including β‐ketoesters, malonates, oxindoles, benzofuranones and ketene silyl acetals with a difluoromethylated sulfonium ylide under mild conditions was described. Mechanistic studies suggest that these difluoromethylating reactions proceed via a difluorocarbene pathway. Abstract : A highly carbon‐selective difluoromethylation of soft carbon nucleophiles including β‐ketoesters, malonates, oxindoles, benzofuranones and ketene silyl acetals with a difluoromethylated sulfonium ylide under mild conditions was described. Mechanistic studies suggest that these difluoromethylating reactions proceed via a difluorocarbene pathway.