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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
RÉSUMÉ

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.

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