Copper-Catalysed Tandem Synthesis of Substituted Quinazolines from Phenacyl Azides and O-Carbonyl Anilines

Abstract

An efficient protocol for the synthesis of substituted quinazolines from 2-aminoacetophenones/benzophenones and phenacyl azides using copper catalysed base mediated system is developed. This method utilizes phenacyl azides for generation of imine precursors for transimination with o-carbonyl anilines followed by condensation to yield quinazolines. This mild catalytic system is efficient in construction of two C−N bonds in a single operation. The reaction proceeded well to give a series of 22 examples of quinazolines with good to excellent yields and wide range of functional group tolerance.