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Palladium-Catalyzed Decarbonylative Alkylation of Acyl Fluorides

Liyan Fu, Qiang Chen, Zhen‐Hua Wang, Yasushi Nishihara

2020Organic Letters35 citationsDOIOpen Access PDF

Abstract

Palladium-catalyzed decarbonylative alkylation reactions of acyl fluorides have been developed using alkylboranes having β-hydrogens. A wide range of functional groups were well tolerated, even at the high temperature required for decarbonylation. This protocol provides a diverse C(sp2)–C(sp3) bond formation via a highly efficient decarbonylative process. The hemilabile bidentate ligand DPPE plays a crucial role for retardation of the undesired β-hydride elimination.

Topics & Concepts

DecarbonylationChemistryPalladiumCatalysisDenticityAlkylationLigand (biochemistry)HydrideMedicinal chemistryCombinatorial chemistryOrganic chemistryHydrogenCrystal structureReceptorBiochemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsFluorine in Organic Chemistry
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