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A PASE Approach to the Synthesis of Benzimidazopurines as Polycondensed Purine Derivatives

Authors :
Victor V. Fedotov
Evgeny M. Mukhin
K. V. Savateev
Denis A. Gazizov
Evgeny B. Gorbunov
Vladimir L. Rusinov
E. N. Ulomsky
Source :
Synthesis. 52:3622-3631
Publication Year :
2020
Publisher :
Georg Thieme Verlag KG, 2020.

Abstract

A highly efficient PASE approach to a new class of polycyclic purine derivatives has been proposed. The strategy includes a consecutive reduction, auto-aromatization, and heterocyclization of the initial nitrobenzimidazopyrimidines obtained by a three-component condensation. It was shown that reduction of nitrobenzimidazopyrimidines by metals in acidic media was more efficient than heterogeneous hydro­genation. Novel derivatives of benz[4,5]imidazo[1,2-a]purines were obtained­ in good yields and the proposed structure was confirmed by X-ray crystal structure analysis. The obtained convergent benzimidazopurines combine two relevant medicinal chemistry scaffolds – benz­imidazole and purine.

Details

ISSN :
1437210X and 00397881
Volume :
52
Database :
OpenAIRE
Journal :
Synthesis
Accession number :
edsair.doi...........a6efa7315c7c08eefd840cedad58b877
Full Text :
https://doi.org/10.1055/s-0040-1707228