MULTICOMPONENT SYNTHESIS OF UNSYMMETRICAL 5-NITROPYRIDINES

Authors

  • Владислав A. Ковеза F. M. Dostoevskii Omsk State University, 55a Mira Ave., Omsk 644077
  • Иван B. Кулаков Institute of Chemistry, Tyumen State University, 15a Perekopskaya St., Tyumen 625003
  • Зарина T. Шульгау Republican State Enterprise ''National Center for Biotechnology'' under the Science Committee of Ministry of Education and Science of the Republic of Kazakhstan, 13/5 Kurgalzhinskoye Rd., Astana 010000
  • Тулеген M. Сейлханов Sh. Ualikhanov Kokshetau State University, 76 Abaya St., Kokshetau 020000

DOI:

https://doi.org/10.1007/4746

Keywords:

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

Abstract

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.

Authors: Vladislav A. Koveza, Ivan V. Kulakov*, Zarina T. Shulgau, Tulegen M. Seilkhanov

Author Biography

Иван B. Кулаков, Institute of Chemistry, Tyumen State University, 15a Perekopskaya St., Tyumen 625003

д.х.н., профессор кафедры органической химии

kulakov@chemomsu.ru

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Published

2019-01-09

Issue

Vol. 54 No. 12 (2018)

Section

Original Papers