摘要/Abstract
建立了由γ-硝基腈合成4，5-二氢吡咯衍生物的新方法.用还原铁粉和浓盐酸混合体系作为还原剂，以甲醇为溶剂，γ-硝基腈在30℃下其硝基被还原成氨基，该氨基与分子内的氰基自发地发生亲核加成反应和重排反应，形成一系列4，5-二氢吡咯杂环化合物.在优化条件下，不同结构的γ-硝基腈均能以满意的收率转变成4，5-二氢吡咯衍生物，说明该反应具有较好的普适性.根据实验结果，提出了可能的反应机理.
关键词: 4, 5-二氢吡咯衍生物, γ-硝基腈, 丙二腈, 氰基乙酸乙酯
A new method for the synthesis of 4, 5-dihydropyrrole derivatives from γ-nitro-nitriles is described. In this procedure, the nitro groups of nitro-nitriles were reduced into aminoes under Fe+HCl systerm in methanol at 30℃ firstly. And then the amino-groups reacted with cyano groups to form target compounds via intramolecular nucleophilic addition reaction and rearrangement reaction. Under the optimized conditions, all γ-nitro-nitriles can be easily converted into 4, 5-dihydropyrrole derivatives in satisfactory yield. It shows that the reaction has better universality. Based on the experimental results, the possible reaction mechanism was proposed.
Key words: 4, 5-dihydropyrrole derivative, γ-nitro-nitrile, malonitrile, ethyl cyanoacetate
PDF全文下载地址:
点我下载PDF
