Dioxazolones, as direct amide sources,
have been used with boronic
acids in the presence of copper(I) chloride to access N-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 N-acyl iminophosphorane, suggesting the involvement of an N-acyl nitrene intermediate.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.