PdII/CuI-Cocatalyzed Radical Arylation of gem-Difluoroalkenes Using Arylsulfonyl Chlorides

A PdII/CuI-cocatalyzed arylation of gem-difluoroalkenes with arylsulfonyl chlorides, affording various defluorinative arylation/1,2-difunctionalized products, was developed. The interception of aryl radicals generated from the reduction of arylsulfonyl chlorides delivers some hypervalent Pd species, which present high reactivities and chemoselectivities toward the defluorinative arylation product formation. Besides, the nature of the electron-deficient Pd metal center is more prone to reductive elimination under acidic conditions, providing an opportunity to explore new reactivates of fluorinated alkenes into more elaborate substructures.A PdII/CuI-cocatalyzed arylation of gem-difluoroalkenes with arylsulfonyl chlorides, affording various defluorinative arylation/1,2-difunctionalized products, was developed. The interception of aryl radicals generated from the reduction of arylsulfonyl chlorides delivers some hypervalent Pd species, which present high reactivities and chemoselectivities toward the defluorinative arylation product formation. Besides, the nature of the electron-deficient Pd metal center is more prone to reductive elimination under acidic conditions, providing an opportunity to explore new reactivates of fluorinated alkenes into more elaborate substructures.