An Unprecedented Pseudo-[3+2] Annulation between N-(4-Methoxyphenyl)aldimines and Aqueous Glutaraldehyde: Direct Synthesis of Pyrrole-2,4-dialdehydes

Abstract

The 2-iodoxybenzoic acid (IBX)-mediated oxidative rearrangement of tetrahydropyridine intermediates, prepared through proline-catalyzed annulation between glutaraldehyde and imines, is explored as a means for the regioselective synthesis of pyrrole-2,4-dialdehydes. PMP = 4-MeOC6H4.