4,7-二氢-6-硝基氮杂并[1,5-a]嘧啶的氧化芳构化：合成的可能性和限制、破坏机制以及理论和实验的证实。
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.
机构信息
Department of Organic and Biomolecular Chemistry, Ural Federal University, Mira St. 19, 620002 Ekaterinburg, Russia.
Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskaya Str., 22, 620041 Ekaterinburg, Russia.
出版信息
Molecules. 2021 Aug 4;26(16):4719. doi: 10.3390/molecules26164719.
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.
研究了 3-氨基唑、1-吗啉-2-硝基烯烃和醛之间的多组分反应的反应容忍度。已经确定了该反应的主要模式。选择了 4,7-二氢-6-硝基氮杂并[1,5-a]嘧啶的氧化条件。现在已经反驳了先前关于 4,7-二氢-6-硝基氮杂并[1,5-a]嘧啶不能芳构化的说法。在位置 7 带有供电子取代基的化合物在氧化过程中会分解。根据实验数据、电化学实验和量子化学计算解释了这一现象。提出了氧化降解的机制。
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