Palladium-Catalyzed Stereoselective Defluorination Arylation/Alkenylation/Alkylation of gem-Difluorinated Cyclopropanes

Autor: Ahmed, Ebrahim-Alkhalil M. A., Suliman, Ayman M. Y., Gong, Tian-Jun, Fu, Yao
Zdroj: Organic Letters; July 2019, Vol. 21 Issue: 14 p5645-5649, 5p
Abstrakt: A palladium-catalyzed cross-coupling of gem-difluorinated cyclopropanes with boronic acids, providing the corresponding arylated/alkenylated/alkylated 2-fluoroallylic scaffolds, is generated. This new approach has good functional group compatibility for both gem-difluorinated cyclopropanes and boronic acids; thus, an array of synthetic building blocks of monofluoroalkene scaffolds including conjugated fluorodiene and skipped fluorodiene gave good yields with high Z-selectivity. Moreover, proficient application was described for monofluoroalkene, whereas the corresponding alkyl fluoride was constructed through hydrogenation.
Databáze: Supplemental Index