Copper-Mediated C-N Coupling of Arylsilanes with Nitrogen Nucleophiles.

ABSTRACT: A method for the oxidative coupling of arylsilanes with nitrogen nucleophiles is reported. This method occurs with a broad range of heptamethyltrisiloxylarenes and nitrogen nucleophiles, proceeds with the arylsilane as limiting reagent, and does not require a fluoride activator with electron-poor arylsilanes. The combination of this method with C-H silylation generates arylamines from unactivated arenes with site selectivity controlled by steric effects. This combination of steps gives direct access to many compounds that cannot be accessed via alternative C-H functionalization methods, including direct C-H amination or the combination of C-H borylation and amination.

SUBMITTER: Morstein J 

PROVIDER: S-EPMC5809131 | biostudies-literature | 2016 Oct

REPOSITORIES: biostudies-literature