Three Component Syntheses of Pyrrolo Imidazole Derivatives in the Presence of N-methyl imidazole, Activated Acetylenes and Phenylsulfonylacetophenone

Abstract

Because of the significant role in biological processes in living cells and the diverse types of physiological activities, heterocyclic compounds are in focus of intense investigations by academic, industry and applied-oriented chemists. Considerably, ascientific renaissance of heterocycles during the last decades is closely related to the development of multicomponent approaches to their synthesis. Multicomponent methodology is fundamentally different from two-component or sequential processestogether with other innovative synthetic methods like microwave- and ultrasonic assisted reactions offer some new possibilities in constructing heterocyclic systems with high level of molecular diversity and complexity. Among them Imidazoles are quite important reagents in modern heterocyclic chemistry, and their reactions with electrophiles are the most widespread and facile synthetic approach for obtaining diverse heterocyclic systems containing Imidazolemoiety. An interest on these heterocycles is attributed to their known biological activities: analgesics, cardiovascular vasodilators, calcium channel blocking agents, potassium channel inhibitors, apoptosis-inducers, and so on. In this research, N-methyl imidazole reacts smoothly with dialkylacetylenedicarboxylates in the presence of phenylsulfonyl acetone to produce pyrroloimidazole derivatives in good yields.