Nickel-Catalyzed Regio- and Stereoselective Defluorinative Arylation of
gem-Difluorinated Cyclopropanes
Abstract
Herein we reported nickel-catalyzed cross-coupling of gem-difluorinated
cyclopropanes with boronic acids, providing the corresponding ary-lated
2-fluoroallylic scaffolds. This approach uses commercially available
phosphine ligand Xantphos to obtain monofluorinated alkenes with high
regioselectivity and Z-stereoselectivity. Mechanistic studies proposed
Ni(II)-fluoroallyl pathway and exclude the radical pathway. Meanwhile,
DFT study of the reductive elimination clarifies the origin of the high
linear selectivity.