• Media type: E-Article
  • Title: A PASE Approach to the Synthesis of Benzimidazopurines as Polycondensed Purine Derivatives
  • Contributor: Fedotov, Victor V.; Ulomsky, Evgeny N.; Savateev, Konstantin V.; Mukhin, Evgeny M.; Gazizov, Denis A.; Gorbunov, Evgeny B.; Rusinov, Vladimir L.
  • Published: Georg Thieme Verlag KG, 2020
  • Published in: Synthesis, 52 (2020) 23, Seite 3622-3631
  • Language: English
  • DOI: 10.1055/s-0040-1707228
  • ISSN: 0039-7881; 1437-210X
  • Origination:
  • Footnote:
  • Description: 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.