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  • Selective palladium-catalyzed C-F activation/carbon-carbon bond formation of polyfluoroaryl oxazolines.

Selective palladium-catalyzed C-F activation/carbon-carbon bond formation of polyfluoroaryl oxazolines.

The Journal of organic chemistry (2012-01-31)
Daohong Yu, Qilong Shen, Long Lu
ABSTRACT

A selective palladium-catalyzed Suzuki-Miyaura coupling reaction of polyfluorophenyl oxazolines through ortho C-F activation is described. It was found that reactions with DPPF as the ligand occurred much faster than those with other ligands. A variety of arylboronic acids including challenging functionalized arylboronic acids such as enolizable ketones, aldehyde, cyano, ester, and trifluoromethyl groups were tolerated with the reaction conditions.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
trans-1-Propen-1-ylboronic acid, ≥95.0%
Sigma-Aldrich
4-Methoxycarbonylphenylboronic acid, ≥95%