Synthesis of 4-Substituted 3,5-Dinitro-1,4-dihydropyridines by the Self-Condensation of 尾-Formyl-尾-nitroenamine

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• 作者：Yumi Nakaike ; Nagatoshi Nishiwaki ; Masahiro Ariga ; Yoshito Tobe
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：March 7, 2014
• 年：2014
• 卷：79
• 期：5
• 页码：2163-2169
• 全文大小：300K
• 年卷期：v.79,no.5(March 7, 2014)
• ISSN：1520-6904

文摘

3,5-Dinitro-1,4-dihydropyridines (DNDHPs) are readily constructed by the acid-promoted self-condensation of 尾-formyl-尾-nitroenamines. In the DNDHPs, one molecule of the nitroenamine serves as a C3N1 building block and the other serves as a C2 block. This synthetic method does not require any special reagents and conditions. When the reaction is conducted in the presence of electron-rich benzene derivatives, arylation at the 4-position of DNDHP is achieved by trapping the 3,5-dinitropyridinium ion intermediate.