Journal of Organic Chemistry 2012-02-17

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

Daohong Yu, Qilong Shen, Long Lu

Index: J. Org. Chem. 4th ed., 77 , 1798-1804, (2012)

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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.