1,1-Difluoroethyl chloride (CH3CF2Cl), a novel difluoroalkylating reagent for 1,1-difluoroethylation of arylboronic acids

Jianchang Liu; Jida Zhang; Chaolin Wu; Hefu Liu; Hui Liu; Fenggang Sun; Yueyun Li; Yuying Liu; Yunhui Dong; Xinjin Li

doi:10.1039/c9ra06406k

1,1-Difluoroethyl chloride (CH₃CF₂Cl), a novel difluoroalkylating reagent for 1,1-difluoroethylation of arylboronic acids

RSC Adv. 2019 Sep 9;9(49):28409-28413. doi: 10.1039/c9ra06406k.

Authors

Jianchang Liu¹, Jida Zhang¹, Chaolin Wu¹, Hefu Liu¹, Hui Liu¹, Fenggang Sun¹, Yueyun Li¹, Yuying Liu¹, Yunhui Dong¹, Xinjin Li^{1

2}

Affiliations

¹ College of Chemistry and Chemical Engineering, Shandong University of Technology 266 West Xincun Road Zibo 255000 China lixj@sdut.edu.cn.
² Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences 345 Lingling Road Shanghai 200032 China.

Abstract

1,1-Difluoroethylated aromatics are of great importance in medicinal chemistry and related fields. 1,1-Difluoroethyl chloride (CH₃CF₂Cl), a cheap and abundant industrial raw material, is viewed as an ideal 1,1-difluoroethylating reagent, but the direct introduction of the difluoroethyl (CF₂CH₃) group onto aromatic rings using CH₃CF₂Cl has not been successfully accomplished. Herein, we disclose a nickel-catalyzed 1,1-difluoroethylation of arylboronic acids with CH₃CF₂Cl for the synthesis of (1,1-difluoroethyl)arenes.