Synthesis of 2-azetidinones substituted coumarin derivatives

Abstract

α-Naphthol was converted into 4-methyl-2H-benzo[h]chromen-2-one by reacting with ethyl acetoacetate in the presence of bismuth trichloride. The product was oxidized to 2-oxo-2H-benzo[h]chromene-4-carbaldehyde and then condensed with aromatic primary amines to give Schiff bases 3a-d. These Schiff bases were then reacted with acid chlorides in the presence of a base in toluene to give 1,3,4-substituted 2-azetidinones. © 2012 Copyright (CC) SCS.