Dual Photoredox Nickel-Catalyzed Site-Selective Alkylation of 1,1-Dibromo-1-alkenes: Synthesis of C-Glycosyl Vinyl Monobromides

In this study, we describe a dual Ni/photoredox catalytic protocol to enable the selective sp 3 C-alkylation of 1,1dibromoalkenes. The method utilizes readily available dihydropyridyl (DHP) derivatives as radical precursors, which are generated under blue-light irradiation in the presence of an organic photosensitizer.Under these conditions, a wide variety of aryl and alkyl 1,1dibromoalkenes featuring different functional groups were easily coupled to rapidly and selectively install a C(sp 3 )-C(sp 2 ) bond. Finally, the synthetic utility of the resulting vinyl bromides was demonstrated by their efficient conversion into valuable building blocks.