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Novel route for the synthesis of partially hydrogenated 1,2a,5a,8a-tetraazaacenaphthylenes and 1,4a,5,9,8a-pentaazafluorenes

  • A. N. Sokolov
  • M. S. Mischenko
  • E. S. Gladkov
  • V. M. ChernyshevEmail author
Article

Partially hydrogenated [1,2,4]triazolo[1,5-a]pyrimidines are polyfunctional compounds which can react readily with electrophilic reagents [1, 2, 3]. Using this feature we now propose a one-pot method for the synthesis of 5-oxo-4,5,7,8-tetrahydro-3H,6H-1,2a,5a-triaza-8a-azoniumacenaphthylene 3a,b and 2-oxo-1,2,3,4,5,6,7,8-octahydro-1,4a,5,9-tetraaza-8a-azoniumfluorene chlorides 4a,b by treating the readily available 4,5,6,7-tetrahydro[1,2,4]triazolo[1,5-a]pyrimidines 1a-d [1,2] with 3-chloropropionic acid chloride (2).

Keywords

1,2,4]triazolo[1,5-a pyrimidine 3-chloropropionic acid chloride heterocyclization one-pot synthesis 

References

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    V. M. Chernyshev, D. A. Khoroshkin, A. N. Sokolov, E. S. Gladkov, S. V. Shishkina, O. V. Shishkin, S. M. Desenko, and V. A. Taranushich, J. Heterocyclic Chem., 45, 1419 (2008).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2011

Authors and Affiliations

  • A. N. Sokolov
    • 1
  • M. S. Mischenko
    • 1
  • E. S. Gladkov
    • 2
  • V. M. Chernyshev
    • 2
    Email author
  1. 1.South Russian State Technical UniversityNovocherkasskRussia
  2. 2.Institute for Single CrystalsUkraine National Academy of SciencesKharkivUkraine

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