TY  - JOUR
A1  - Budiman, Yudha P.
A1  - Lorenzen, Sabine
A1  - Liu, Zhiqiang
A1  - Radius, Udo
A1  - Marder, Todd B.
T1  - Base‐Free Pd‐Catalyzed C−Cl Borylation of Fluorinated Aryl Chlorides
JF  - Chemistry – A European Journal
N2  - 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.
KW  - boronate ester
KW  - borylation
KW  - cross-coupling
KW  - fluoroarene
KW  - palladium-catalyzed
Y1  - 2021
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-225687
VL  - 27
IS  - 11
SP  - 3869
EP  - 3874
ER  -