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Chemistry of Heterocyclic Compounds

, Volume 54, Issue 12, pp 1127–1130 | Cite as

Multicomponent synthesis of unsymmetrical 5-nitropyridines

  • Vladislav A. Koveza
  • Ivan V. KulakovEmail author
  • Zarina T. Shulgau
  • Tulegen M. Seilkhanov
Article
  • 27 Downloads

Reaction of 2-nitroacetophenone, furfurol, β-dicarbonyl compounds, and ammonium acetate led to 3-substituted 4-(2-furyl)-5-nitro-6-phenyl-1,4-dihydropyridines, which were oxidized with potassium nitrate in the presence of copper(II) nitrate (10 mol %), leading to the respective 5-nitro-6-phenylpyridines. The performed multicomponent reactions met the general principles of green chemistry. Synthesis of these unsymmetrical 5-nitro-6-phenylpyridines via the formation of 1,4-dihydropyridine intermediates under the conditions of multicomponent reaction significantly shortened the overall reaction time, decreased the number of steps, and improved the yield.

Keywords

5-nitro-1,4-dihydropyridines 5(3)-nitropyridines green chemistry multicomponent reaction 

Notes

This work received financial support from the Committee for Science, Ministry of Education and Science, Republic of Kazakhstan (grant No. AP05131602).

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Copyright information

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

Authors and Affiliations

  • Vladislav A. Koveza
    • 1
  • Ivan V. Kulakov
    • 2
    • 3
    Email author
  • Zarina T. Shulgau
    • 3
  • Tulegen M. Seilkhanov
    • 4
  1. 1.F. M. Dostoevskii Omsk State UniversityOmskRussia
  2. 2.Institute of Chemistry, Tyumen State UniversityTyumenRussia
  3. 3.Republican State Enterprise “National Center for Biotechnology” under the Science Committee of Ministry of Education and Science of the Republic of KazakhstanAstanaKazakhstan
  4. 4.Sh. Ualikhanov Kokshetau State UniversityKokshetauKazakhstan

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