ol5b02050_si_001.pdf (2.13 MB)
Synthesis of Fluoroalkoxy Substituted Arylboronic Esters by Iridium-Catalyzed Aromatic C–H Borylation
journal contribution
posted on 2015-09-04, 00:00 authored by Farhat Batool, Shehla Parveen, Abdul-Hamid Emwas, Salim Sioud, Xin Gao, Munawar A. Munawar, Ghayoor A. ChotanaThe preparation of
fluoroalkoxy arylboronic esters by iridium-catalyzed
aromatic C–H borylation is described. The fluoroalkoxy groups
employed include trifluoromethoxy, difluoromethoxy, 1,1,2,2-tetrafluoroethoxy,
and 2,2-difluoro-1,3-benzodioxole. The borylation reactions
were carried out neat without the use of a glovebox or Schlenk line.
The regioselectivities available through the iridium-catalyzed C–H
borylation are complementary to those obtained by the electrophilic
aromatic substitution reactions of fluoroalkoxy arenes. Fluoroalkoxy
arylboronic esters can serve as versatile building blocks.