Merging Photoredox and Nickel Catalysis: Decarboxylative Cross-Coupling of Carboxylic Acids with Vinyl Halides

ABSTRACT: Decarboxylative cross-coupling of alkyl carboxylic acids with vinyl halides has been accomplished through the synergistic merger of photoredox and nickel catalysis. This new methodology has been successfully applied to a variety of α-oxy and α-amino acids, as well as simple hydrocarbon-substituted acids. Diverse vinyl iodides and bromides give rise to vinylation products in high efficiency under mild, operationally simple reaction conditions. Arguably one of the most important developments insynthetic chemistry has been the advent of transition-metal-catalyzed cross-coupling reactions.1,2 Such processes have had a profound impact on almost all areas of chemical synthesis, stemming from their ability to form C−C, C−N, and C−O bonds in a highly predictable and chemoselective fashion. At the present time, the majority of transition-metal-mediated C−