Palladium-Catalyzed Diversified Synthesis of Monofluorinated Alkenes from Allylic <i>gem</i>-Difluorides through Pd–OH Intermediate
Luning Tang, Guoying Liu, Junhua Li, Ming Chen
Abstract
Significant advancements in synthesis of monofluoroalkenes via palladium-catalyzed reactions involving allylic gem -difluorides and diverse nucleophiles have been achieved. This method allows regioselective arylation, alkylation, allylation, alkenylation, and hydrogenation of allylic gem -difluorides, yielding high Z- selectivity and favorable product yields under mild conditions. Tolerating various functional groups, these transformations utilize a common Pd–OH intermediate. Additionally, employing triple Pd-catalyzed cross-coupling yields diverse trisubstituted alkenes efficiently.
Topics & Concepts
ChemistryAllylic rearrangementRegioselectivityDifluoridePalladiumCatalysisNucleophileSelectivityCombinatorial chemistryTsuji–Trost reactionMedicinal chemistryOrganic chemistryFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions