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Cross-Coupling of Amines via Photocatalytic Denitrogenation of In Situ Generated Diazenes.

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A method for C(sp3)-C(sp3) 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… Click to show full abstract

A method for C(sp3)-C(sp3) 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.

Keywords: via photocatalytic; coupling amines; cross coupling; denitrogenation; amines via

Journal Title: Journal of the American Chemical Society
Year Published: 2023

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