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

Document Type: Research Paper

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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. 

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