O-97 Oxidative aromatization of 4,7-dihydro-6-nitroazolo[1,5-a] pyrimidines: synthetic possibilities and limitations, mechanism of destruction, and the theoretical and experimental substantiation / D. N. Lyapustin, E. N. Ulomsky, V. L. Rusinov [et al.] // Molecules. - 2021. - Vol. 26, № 16. - Ст. 4719 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): AZOLO[1,5-A]PYRIMIDINES -- NITRO-SYNTHONS -- OXIDATION -- OXIDATIVE DESTRUCTION -- SYNTHESIS OF HETEROCYCLES -- NITRO COMPOUNDS Аннотация: The reaction tolerance of the multicomponent process between 3-aminoazoles, 1-morpholino-2-nitroalkenes, and aldehydes was studied. The main patterns of this reaction have been established. Conditions for the oxidation of 4,7-dihydro-6-nitroazolo[1,5-a]pyrimidines were selected. Previous claims that the 4,7-dihydro-6-nitroazolo[1,5-a]pyrimidines could not be aromatised have now been refuted. Compounds with an electron-donor substituent at position seven undergo decomposition during oxidation. The phenomenon was explained based on experimental data, electro-chemical experiment, and quantum-chemical calculation. The mechanism of oxidative degradation has been proposed. |