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Palladium-Catalyzed Perfluoroalkylative Carbonylation of 2-Allylaryl Trifluoromethanesulfonates: Base-Controlled Selective Access to β-Perfluoroalkyl Amides

Youcan Zhang, Zhipeng Bao, Jian‐Xing Xu, Xiao‐Feng Wu

2022Organic Letters12 citationsDOI

Abstract

A palladium-catalyzed perfluoroalkylative carbonylation of 2-allylaryl trifluoromethanesulfonates has been developed. A range of 2-allyl trifluoromethanesulfonates, perfluoroalkyl halides, and amines were applied in this tandem procedure to provide the corresponding β-perfluoroalkyl amides with good functional group tolerance and high chemoselectivity. The final products were controlled by the base applied.

Topics & Concepts

ChemoselectivityChemistryCarbonylationPalladiumCatalysisHalideBase (topology)TandemFunctional groupOrganic chemistryCombinatorial chemistryCarbon monoxideMathematical analysisComposite materialPolymerMaterials scienceMathematicsFluorine in Organic ChemistryCyclopropane Reaction MechanismsSynthesis and Biological Evaluation
Palladium-Catalyzed Perfluoroalkylative Carbonylation of 2-Allylaryl Trifluoromethanesulfonates: Base-Controlled Selective Access to β-Perfluoroalkyl Amides | Litcius