title: Nickel-catalyzed cross-coupling of functionalized difluoromethyl bromides and chlorides with aryl boronic acids: a general method for difluoroalkylated arenes.
abstract: Transition-metal-catalyzed difluoroalkylation of aromatics remains challenging despite the importance of difluoroalkylated arenes in medicinal chemistry. Herein, the first successful example of nickel-catalyzed difluoroalkylation of aryl boronic acids is described. The reaction allows access to a variety of functionalized difluoromethyl bromides and chlorides, and paves the way to highly cost-efficient synthesis of a wide range of difluoroalkylated arenes. The notable features of this protocol are its high generality, excellent functional-group compatibility, low-cost nickel-catalyst, and practicality for gram-scale production, thus providing a facile method for applications in drug discovery and development.
authors.affiliation: Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China).
authors.forename: Yu-Lan
authors.initials: YL
authors.lastname: Xiao
authors.forename: Wen-Hao
authors.initials: WH
authors.lastname: Guo
authors.forename: Guo-Zhen
authors.initials: GZ
authors.lastname: He
authors.forename: Qiang
authors.initials: Q
authors.lastname: Pan
authors.forename: Xingang
authors.initials: X
authors.lastname: Zhang
mesh_terms: D001897:Boronic Acids; D002384:Catalysis; D005461:Fluorine / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*
chemical_list: D001897:Boronic Acids; D005461:Fluorine; D009532:Nickel
keywords: boronic acids; cross coupling; fluorine; nickel; synthetic methods