Synthesis of 1‐Vinyl/Arylbenzotriazole 3‐Oxides through a Copper‐Mediated C–N Bond Coupling Reaction

Abstract An efficient synthesis of 1‐vinyl/arylbenzotriazole 3‐oxides via the copper‐promoted coupling of N ‐hydroxybenzotriazoles with alkenyl‐ or arylboronic acids is reported. This strategy features mild reaction conditions, good functional group tolerance, broad substrate scope and rapid introduction of benzotriazole N ‐oxide moieties into molecules. Density functional theory calculations revealed that the formation of the favored N ‐coupling product depends on the kinetically more favorable C–N bond formation pathway. magnified image