Stereoselective fluoroarylation of 1,1-difluoroallenes enabled by palladium catalysis
Huanhuan Luo, Yunfei Zhao, Dawei Wang, Minyan Wang, Zhuangzhi Shi
Abstract
A novel protocol for palladium-catalyzed fluoroarylation of 1,1-difluoroallenes was described here. The reaction proceeded smoothly under mild condition and various trifluoromethylated alkenes were obtained in moderate yields with excellent E selectivity. The mechanism involving a vital trifluoromethylated vinyl silver intermediate, which generated through the F-nucleophilic addition to 1,1-difluoroallenes, has been proposed.
Topics & Concepts
PalladiumNucleophileStereoselectivityCatalysisSelectivityChemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsCyclopropane Reaction Mechanisms