Acid-Enabled Palladium-Catalyzed β-C(sp<sup>3</sup>)–H Functionalization of Weinreb Amides
Liming Yang, Henan Xie, Guanghui An, Guangming Li
Abstract
Pd-catalyzed modification of C–H bonds via chelation with weakly coordinating groups normally requires a transient directing group or presynthesized nitrogen-based strong coordinating ligands. Herein, we report Pd(II)-catalyzed C(sp3)–H arylation and alkenylation of Weinreb amides. A commercially available, inexpensive sulfonic acid was employed to enhance the coordination of the catalyst with weak-coordinating substrates by increasing the electrophilicity of in situ formed palladium catalysts.
Topics & Concepts
ChemistryPalladiumCatalysisSurface modificationElectrophileChelationSulfonic acidCombinatorial chemistryPolymer chemistryOrganic chemistryPhysical chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis and Catalytic Reactions