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Chemistry of Heterocyclic Compounds

, Volume 54, Issue 2, pp 173–176 | Cite as

Interaction of condensed tetrahydropyrido[4,3-d]pyrimidin-4-ones with dehydrobenzene – synthesis of 6-vinylpyrimidinones fused with five-membered heterocycle containing two or three heteroatoms

  • Aleksey V. Varlamov
  • Natalia I. Guranova
  • Tatiana N. Borisova
  • Elena A. Sorokina
  • Alexander V. Aksenov
  • Leonid G. Voskressensky
Article

The reaction between dehydrobenzene and tetrahydropyrido[4,3-d]pyrimidin-4-ones condensed with isoxazole, thiazole, thiadiazole, or triazole rings resulted in Hofmann cleavage of the tetrahydropyridine moiety with the formation of 6-vinyl-substituted pyrimidones fused with the corresponding azole rings.

Keywords

arynes azole ring dehydrobenzene pyridopyrimidinones vinyl-substituted pyrimidinones annulation Hofmann cleavage 

Notes

This study received financial support from Project RUDN 5-100 for years 2016–2020 and the Russian Foundation for Basic Research (grant 17-03-00605).

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Copyright information

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

Authors and Affiliations

  • Aleksey V. Varlamov
    • 1
  • Natalia I. Guranova
    • 1
  • Tatiana N. Borisova
    • 1
  • Elena A. Sorokina
    • 1
  • Alexander V. Aksenov
    • 2
  • Leonid G. Voskressensky
    • 1
  1. 1.RUDN UniversityMoscowRussia
  2. 2.North Caucasus Federal UniversityStavropolRussia

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