An Efficient Route to Annulated Pyrrolo[2,1-a]Isoquinoline-3-Carboxamide Derivatives via Nitrogen Ylides

Abstract

Treatment of isoquinoline with some N,N-disubstituted α-bromoacetamide compounds afforded the corresponding isoquinolinium bromides having the electron-rich carbazolyl, diphenylamino, and diisopropylamino moieties. The isoquinolinium salts were subjected to a heteroannulation process via a reaction with some dipolarophiles under basic medium to generate the corresponding pyrrolo[2,1-a]isoquinoline-3-carboxamide derivatives via [3 + 2] cycloaddition reaction. The obtained compounds were characterized using the appropriate spectroscopic techniques.