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

Author:
Liu, Jianchang, Zhang, Jida, Wu, Chaolin, Liu, Hefu, Liu, Hui, Sun, Fenggang, Li, Yueyun, Liu, Yuying, Dong, Yunhui, Li, Xinjin
Source:
RSC advances 2019 v.9 no.49 pp. 28409-28413
ISSN:
2046-2069
Subject:
acids, aromatic hydrocarbons, boronic acids, catalytic activity, nickel, organochlorine compounds, raw materials
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.
Agid:
6676831