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MULTICOMPONENT SYNTHESIS OF UNSYMMETRICAL 5-NITROPYRIDINES

Владислав A. Ковеза, Иван B. Кулаков, Зарина T. Шульгау, Тулеген M. Сейлханов
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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


Keywords


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

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