Polyfunctional imidazoles: XII.1 Synthesis of 1-[(4-chloro-1H-imidazol-5-yl)methyl]-substituted 1,2,3-triazoles and dihydropyrrolo[3,4-d]triazoles from 5-(azidomethyl)-4-chloro-1H-imidazoles

Abstract

1-Aryl-5-(azidomethyl)-4-chloro-1H-imidazoles reacted with terminal acetylenes in the presence of copper catalyst to give 1-[(1-aryl-4-chloro-1H-imidazol-5-yl)methyl]-1H-1,2,3-triazoles, and their reactions with N-arylmaleimides on heating in benzene afforded 5-aryl-1-[(1-aryl-4-chloro-1H-imidazol-5-yl)methyl]-3a,6a-dihydropyrrolo[3,4-d][1,2,3]triazole-4,6(1H,5H)-diones.