Login / Signup

Base-Free Pd-Catalyzed C-Cl Borylation of Fluorinated Aryl Chlorides.

Yudha P BudimanSabine LorenzenZhiqiang LiuUdo RadiusTodd B Marder
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2021)
Catalytic C-X borylation of aryl halides containing two ortho-fluorines has been found to be challenging, as most previous methods require stoichiometric amounts of base and the polyfluorinated aryl boronates suffer from protodeboronation, which is accelerated by ortho-fluorine substituents. Herein, we report that a combination of Pd(dba)2 (dba=dibenzylideneacetone) with SPhos (2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl) as a ligand is efficient to catalyze the C-Cl borylation of aryl chlorides containing two ortho-fluorine substituents. This method, conducted under base-free conditions, is compatible with the resulting di-ortho-fluorinated aryl boronate products which are sensitive to base.
Keyphrases
  • positron emission tomography
  • pet imaging
  • computed tomography
  • escherichia coli
  • staphylococcus aureus
  • pseudomonas aeruginosa