Reaction of Dioxazolones with Boronic Acids: Copper-Mediated Synthesis of -Aryl Amides via -Acyl Nitrenes.

Dioxazolones, as direct amide sources, have been used with boronic acids in the presence of copper(I) chloride to access -aryl amides at room temperature. The versatility of the developed reaction is proven by ample scope having a wide range of functional group tolerance. The reaction optimization conditions revealed that a fluorine additive demonstrated improved reactivity toward the intended transformation. The addition of triphenylphosphine resulted in -acyl iminophosphorane, suggesting the involvement of an -acyl nitrene intermediate.