Chemistry of Heterocyclic Compounds

, Volume 54, Issue 2, pp 188–196 | Cite as

Furan ring transformation as key stage in the synthesis of 5H,12H-benzo[4,5]imidazo[1,2-a]pyrrolo[1,2-d]pyrazines

  • Tat’yana A. Stroganova
  • Vladimir K. Vasilin
  • Gennady D. Krapivin

We report the first synthesis of new condensed benzimidazole derivatives – 5H,12H-benzo[4,5]imidazo[1,2-a]pyrrolo[1,2-d]pyrazines, based on furan ring transformation in 1-[(5-alkylfuran-2-yl)methyl]-2-(chloromethyl)benzimidazoles. Two routes are presented for the formation of pyrrolopyrazine system, with different order of steps for the introduction of amino group and opening of the furan ring.


furan pyrazine pyrrole pyrrolopyrazines domino reaction protolytic ring opening recyclization 


This study received financial support from the Ministry of Education and Science of the Russian Federation (contract 4.6087.2017/BCh).


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© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Tat’yana A. Stroganova
    • 1
  • Vladimir K. Vasilin
    • 1
  • Gennady D. Krapivin
    • 1
  1. 1.Kuban State Technological UniversityKrasnodarRussia

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