Li Yinghua, Zhu Yingzu, Xiang Shiqun, Fan Weibin, Jin Jiang, Huang Deguang
State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences Fuzhou Fujian 350002 China
RSC Adv. 2020 Feb 12;10(11):6576-6583. doi: 10.1039/c9ra10866a. eCollection 2020 Feb 7.
A series of β-enaminonitriles, 4-aminopyrimidines and 4-amidinopyrimidines were synthesized by condensation of organonitriles in one system. A wide variety of compounds were obtained in good to excellent yields by simply controlling the reaction temperature. The base-induced transformation process is easy for production. The scope and versatility of the method have been successfully demonstrated with 72 examples. The flexible and diversified characteristics of nitriles were introduced based on electronic effect, steric effect, position of substituted groups and intermolecular hydrogen bonding. An updated reaction mechanism is proposed based on the study of the stoichiometric reaction conditions at variable temperature, and on the investigation of products with - configuration transformation.
通过在一个体系中使有机腈缩合，合成了一系列β-烯胺腈、4-氨基嘧啶和4-脒基嘧啶。通过简单地控制反应温度，以良好至优异的产率获得了各种各样的化合物。碱诱导的转化过程易于生产。该方法的适用范围和通用性已通过72个实例得到成功证明。基于电子效应、空间效应、取代基位置和分子间氢键，引入了腈的灵活多样的特性。基于对变温化学计量反应条件的研究以及对具有构型转化的产物的研究，提出了一种更新的反应机理。
