The Synthesis Of Fused Oxazepinone Scaffolds Via Smiles Rearrangement Tandem Reaction

Fused oxazepinone derivatives have attracted considerable attention owing to their promising biological activities, such as anticancer, anti-HIV, antidepressant, and antitumor activities.As a result, various methods have been developed to synthesize fused oxazepinone scaffolds, including intramolecular aromatic substitution in2-hydroxyanilines of ortho substituted benzoic acids (X=F, Cl, NO2), the reaction of2-(2-halophenoxy)-phenylamines and2-(2-halophenoxy)pyridine-3-amines with carbon monoxide under pressure using palladium catalysts, the heating of xanthen-9-one oximes with phosphorus pentachloride via Beckmann rearrangement, and the intramolecular cyclocarbonylation of substituted2-(2-iodophenoxy)anilines. However, these methods are not ideal because they either involve multiple steps or use a transition metal catalyst.We report an effective regioselective synthesis of fused oxazepinone scaffolds via Smiles rearrangement tandem reaction.