Cross-Coupling of Amines via Photocatalytic Denitrogenation of In Situ Generated Diazenes.
Keri A SteinigerMatthew C LambTristan H LambertPublished in: Journal of the American Chemical Society (2023)
A method for C(sp 3 )-C(sp 3 ) cross-coupling of amines is described. Primary amines are converted to 1,2-dialkyldiazenes by treatment with O -nosylhydroxylamines in the presence of atmospheric oxygen. Denitrogenation of the diazenes with an iridium photocatalyst then forges the C-C bond. The substrate scope accommodates a broad latitude of functionality, including heteroaromatics and unprotected alcohols and acids.