有机化学 ›› 2019, Vol. 39 ›› Issue (10): 2713-2725.DOI: 10.6023/cjoc201905036 上一篇    下一篇

综述与进展

基于串联环化反应合成1,2,4-三嗪类化合物的研究进展

李明瑞a, 丁奇峰a, 李博洋a, 于杨c, 黄和ab, 黄菲ab*()   

  1. a 南京工业大学药学院 南京 211816
    b 南京师范大学食品与制药工程学院 南京 210023
    c 南京工业大学环境科学与工程学院 南京 211816
  • 收稿日期:2019-05-14 修回日期:2019-06-03 发布日期:2019-06-24
  • 通讯作者: 黄菲 E-mail:huangfei0208@yeah.net
  • 基金资助:
    国家自然科学基金(21901124);江苏省高等学校自然科学研究面上项目(19KJB150032);中国博士后科学基金(2019M651809);江苏省先进生物制造创新中心(XTE1850);安徽省博士后科研活动经费(No. 2018B252)资助项目(2018B252)

Progress in the Synthesis of 1,2,4-Triazines by Tandem Cyclization

Li Mingruia, Ding Qifenga, Li Boyanga, Yu Yangc, Huang Heab, Huang Feiab*()   

  1. a School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816
    b School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Nanjing 210023
    c School of Environmental and Engineering, Nanjing Tech University, Nanjing 211816
  • Received:2019-05-14 Revised:2019-06-03 Published:2019-06-24
  • Contact: Huang Fei E-mail:huangfei0208@yeah.net
  • Supported by:
    Project supported by the National Natural Science Foundation of China(21901124);The Jiangsu University Natural Science Research Program(19KJB150032);The China Postdoctoral Science Foundation(2019M651809);The Jiangsu Synergetic Innovation Center for Advanced Bio-Manufacture(XTE1850);The Postdoctoral Science Foundation of Anhui Province(2018B252)

1,2,4-三嗪类化合物是一类重要的含氮杂环化合物, 在医药、化工和材料领域具有广泛的应用, 因此, 1,2,4-三嗪类化合物的绿色高效合成日益引起科研工作者的关注. 通过串联环化反应, 避免中间体的后处理, 一锅合成三嗪类化合物是最高效直接的合成方法, 符合“步骤”与“原子”经济性高的绿色化学理念. 综述了基于串联环化反应构筑碳氮键以合成1,2,4-三嗪化合物的研究. 以过渡金属催化和非金属催化分类, 介绍了1,2,4-三嗪类化合物近十年的合成方法、反应机理及其应用, 并对三嗪环的合成进行了展望.

关键词: 1,2,4-三嗪, 串联环化, C—N键构筑, 过渡金属催化, 非金属催化

1,2,4-Triazine compounds are an important class of nitrogen-containing heterocyclic compounds. They have wide applications in the fields of medicine, chemicals and materials. Therefore, green and highly efficient synthesis of 1,2,4-triazine compounds is increasingly attracting the attention of researchers. By tandem cyclization reaction, the post-treatment of intermediate is avoided, and the one-pot synthesis of triazine compounds is the most efficient and direct synthesis method, which conforms to the concept of green chemistry for its step and atomic economy. The formation of C—N bond based on tandem cyclization to give 1,2,4-triazine compounds is reviewed. The synthetic method, reaction mechanism and application of 1,2,4-triazine compounds are introduced under transition-metal and metal-free conditions in the past ten years. The prospects of synthesis of triazine rings are also discussed.

Key words: 1,2,4-triazine, tandem cyclization, C—N bond formation, transition-metal catalysis, metal-free catalysis