Electrochemically Driven, Ni-Catalyzed Aryl Amination: Scope, Mechanism, and Applications.

ABSTRACT: C-N cross-coupling is one of the most valuable and widespread transformations in organic synthesis. Largely dominated by Pd- and Cu-based catalytic systems, it has proven to be a staple transformation for those in both academia and industry. The current study presents the development and mechanistic understanding of an electrochemically driven, Ni-catalyzed method for achieving this reaction of high strategic importance. Through a series of electrochemical, computational, kinetic, and empirical experiments, the key mechanistic features of this reaction have been unraveled, leading to a second generation set of conditions that is applicable to a broad range of aryl halides and amine nucleophiles including complex examples on oligopeptides, medicinally relevant heterocycles, natural products

SUBMITTER: Kawamata Y 

PROVIDER: S-EPMC6996791 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature