Merging Photoredox and Nickel Catalysis: Decarboxylative Cross-Coupling of Carboxylic Acids with Vinyl Halides
作者:Adam Noble、Stefan J. McCarver、David W. C. MacMillan
DOI:10.1021/ja511913h
日期:2015.1.21
Decarboxylative cross-coupling of alkyl carboxylic acids with vinyl halides has been accomplished through the synergistic merger of photoredox and nickelcatalysis. 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
Cross-Coupling Reactions of Alkenyl Halides with 4-Benzyl-1,4- Dihydropyridines Associated with <i>E</i>
to <i>Z</i>
Isomerization under Nickel and Photoredox Catalysis
Cross‐coupling reactions of alkenyl halides with 4‐alkyl‐1,4‐dihydropyridines as alkylation reagents have been achieved by combination of nickel and photoredox catalysts. Alkenyl halides bearing alkyl and aryl substituents are available. Particularly, in the use of aryl‐substituted alkenyl halides, cross‐coupling reactions are associated with E to Z isomerization of alkenes. Thus, Z‐isomers of the
The title reaction is found to proceed in the presence of a palladium catalyst and in the absence of any activator. Various functional groups are tolerated to give a diverse range of 1,4-diene and diarylmethane products, which are ubiquitous units of natural products and pharmaceuticals.