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Chemistry of Heterocyclic Compounds

, Volume 55, Issue 10, pp 978–984 | Cite as

One-step synthesis of 1,4-bis(het)arylisoquinolines by the reaction of 1,2,4-triazines with arynes

  • Dmitry S. Kopchuk
  • Igor L. Nikonov
  • Albert F. Khasanov
  • Sravya Gundala
  • Alexey P. Krinochkin
  • Pavel А. Slepukhin
  • Grigory V. ZyryanovEmail author
  • Padmavathi Venkatapuram
  • Oleg N. Chupakhin
  • Valery N. Charushin
Article
  • 1 Downloads

The reaction of 3,6-bis(het)aryl-1,2,4-triazines (hetaryl ≠ 2-pyridyl) with aryne intermediates generated in situ was studied. As a result, novel 1,4-bis(het)arylisoquinolines were synthesized with yields of up to 45%. The main rules of the reactions were studied, and the obtained experimental data were compared with those described in the literature.

Keywords

anthranilic acids aryne intermediates 1,2,4-triazines aza-Diels–Alder reaction 

Notes

This work was supported by the Russian Science Foundation (grant 18-13-00365).

Elemental analysis was performed by the elemental analysis group of the Postovsky Institute of Organic Synthesis.

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Dmitry S. Kopchuk
    • 1
    • 2
  • Igor L. Nikonov
    • 1
    • 2
  • Albert F. Khasanov
    • 1
    • 2
  • Sravya Gundala
    • 1
  • Alexey P. Krinochkin
    • 1
    • 2
  • Pavel А. Slepukhin
    • 1
    • 2
  • Grigory V. Zyryanov
    • 1
    • 2
    Email author
  • Padmavathi Venkatapuram
    • 3
  • Oleg N. Chupakhin
    • 1
    • 2
  • Valery N. Charushin
    • 1
    • 2
  1. 1.Ural Federal University named after the first President of Russia B. N. YeltsinYekaterinburgRussia
  2. 2.Postovsky Institute of Organic SynthesisUral Branch of the Russian Academy of SciencesYekaterinburgRussia
  3. 3.Sri Venkateswara UniversityTirupatiIndia

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