Nickel-Catalyzed Coupling Reaction of α-Bromo-α-fluoroketones with Arylboronic Acids toward the Synthesis of α-Fluoroketones

Autor: Liang, Junqing, Han, Jie, Wu, Jingjing, Wu, Pingjie, Hu, Jian, Hu, Feng, Wu, Fanhong
Zdroj: Organic Letters; September 2019, Vol. 21 Issue: 17 p6844-6849, 6p
Abstrakt: A nickel-catalyzed coupling reaction of α-bromo-α-fluoroketones with arylboronic acids was reported, which provides an efficient pathway to access 2-fluoro-1,2-diarylethanones in high yields. We also disclosed the synthesis of the monofluorination agents α-bromo-α-fluoroketones by using a trifluoroacetate release protocol. Mechanistic investigation indicated that a monofluoroalkyl radical is involved in the catalytic circle. Moreover, an important medical intermediate of flindokalner was synthesized via a nickel-catalyzed coupling reaction of α-bromo-α-fluoro-2-indolone and boronic ester.
Databáze: Supplemental Index