An Unprecedented Synthesis of 8b-Hydroxy-3a-(1H-pyrrol-2-yl)/(1H-indol-3-yl)-3a,8b-dihydroindeno[1,2-b]pyrrol-4(1H)-one Derivatives from Pyrrole/Indole with Ninhydrin and β‑Enaminocarbonyls

Abstract

Heterocyclic systems containing (1H-pyrrol-2-yl) or (1H-indol-3-yl)dihydroindenopyrrole moieties were synthesized using heterocyclization of pyrrole or indole with ninhydrin and β-enaminocarbonyls in water under reflux conditions.An efficient, facile, and environmentally friendly protocol was found for the production of new heterocyclic compounds. This reaction was used to gain access to a wide range of pyrrole/indole derivatives. Plate chromatography was utilized to isolate the products whose structures were established from their spectroscopic data.