Tetrahedron

An efficient synthesis of quinazolines: a theoretical and experimental study on the photochemistry of oxime derivatives

…, A Caballero, PJ Campos, D Sampedro, MA Rodríguez

Index: Alonso, Rafael; Caballero, Alegria; Campos, Pedro J.; Sampedro, Diego; Rodriguez, Miguel A. Tetrahedron, 2010 , vol. 66, # 25 p. 4469 - 4473

Full Text: HTML

Citation Number: 24

Abstract

A new photochemical method for the preparation of quinazolines (2) through irradiation of [2- (methyleneamino) phenyl] methanone oximes (1) is reported. The photoreaction has been studied in depth by experimental, theoretical and photochemical methods. A six-electron electrocyclic ring closure mechanism, followed by water loss, is proposed and rationalized to explain the formation of quinazolines (2).