Two-pot sequential multicomponent metal-free synthesis of pyrrolo[2,3-d]pyridazin-7-ones and pyrrolo[2,3-d]pyrizidines

Abstract

Metal-free rapid access to pyrrole-2,3-dione has been developed under mild conditions from easily available materials, which was utilized to synthesize pyrrolo[2,3-d]pyridazin-7-one's and pyrrolo[2,3-d]pyrizidines. The overall two-pot process proceeds through (i) the first pot, metal-free direct Mannich reaction-oxidative aromatization of succinaldehyde with C-acyl imine in situ generated to pyrrole-2,3-dione, and (ii) the second pot, further condensation with various hydrazines to synthesize several pyrrolo-pyrizidinones and pyrrolo-pyrizidines in moderate to good yields.