Nickel‐Catalyzed Regio‐ and Stereoselective Defluorinative Arylation of gem‐Difluorinated Cyclopropanes

Comprehensive Summary Herein, we report nickel‐catalyzed cross‐coupling of gem ‐difluorinated cyclopropanes with boronic acids, providing the corresponding arylated 2‐fluoroallylic scaffolds. This approach used commercially available phosphine ligand Xantphos to obtain monofluorinated alkenes with high regioselectivity and Z ‐stereoselectivity. Mechanistic studies proposed a Ni(II)‐fluoroallyl pathway and excluded the radical pathway. Meanwhile, DFT study of the reductive elimination clarified the origin of the high linear selectivity.