Mild Pd-Catalyzed Decarboxylative Cross-Coupling of Zinc(II) Polyfluorobenzoates with Aryl Bromides and Nonaflates: Access to Polyfluorinated Biaryls
Jiali Wang, Yangbo Cui, Siqi Xie, Jun‐Qi Zhang, Dandan Hu, Shihao Shuai, Chun Zhang, Hongjun Ren
Abstract
We developed a Pd-catalyzed decarboxylative cross-coupling of zinc polyfluorobenzoates, which were used as precursors for producing zinc reagents in situ, with aryl bromides and nonaflates, providing a mild and efficient pathway for the synthesis of polyfluorinated biaryls. This protocol exhibits a broad substrate scope and excellent functional tolerance. Moreover, the versatility of this approach was demonstrated by the straightforward late-stage modification of drugs, biologically active molecules, and pesticides, indicating its potential significance in drug discovery.
Topics & Concepts
ChemistryArylReagentCatalysisZincCombinatorial chemistrySubstrate (aquarium)MoleculeCoupling reactionDecarboxylationOrganic chemistryAlkylGeologyOceanographyCatalytic C–H Functionalization MethodsFluorine in Organic ChemistryCatalytic Cross-Coupling Reactions