有机化学 ›› 2021, Vol. 41 ›› Issue (2): 594-610.DOI: 10.6023/cjoc202006048 上一篇    下一篇

综述与进展

过渡金属催化合成吡咯-2-甲酸酯的研究进展

李辞a, 李明瑞b, 谢宇星a, 于杨b, 黄菲a,b,*()   

  1. a 南京师范大学食品与制药工程学院 南京 210023
    b 南京工业大学药学院 南京 211816
  • 收稿日期:2020-06-23 修回日期:2020-08-10 发布日期:2020-08-31
  • 通讯作者: 黄菲
  • 作者简介:
    * Corresponding author. E-mail:
    † 共同第一作者(These authors contributed equally to this work).
  • 基金资助:
    国家自然科学基金(21901124); 江苏省高等学校自然科学基金(19KJB150032)

Progress in the Synthesis of Pyrrole-2-carboxylate Catalyzed by Transition Metals

Ci Lia, Mingrui Lib, Yuxing Xiea, Yang Yub, Fei Huanga,b,*()   

  1. a School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Nanjing 210023
    b School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816
  • Received:2020-06-23 Revised:2020-08-10 Published:2020-08-31
  • Contact: Fei Huang
  • Supported by:
    the National Natural Science Foundation of China(21901124); the Natural Science Foundation of the Jiangsu Higher Education Institutions(19KJB150032)

吡咯-2-甲酸酯广泛存在于生物活性分子中, 在医药领域具有十分重要的应用, 因此吡咯-2-甲酸酯类化合物的合成研究受到了广泛关注. 过渡金属催化的环加成反应在合成吡咯骨架方面应用广泛, 具有区域选择性专一的优点. 且过渡金属配体导向的C—N键构筑方法具有原子步骤经济性较高、效率高、反应条件温和以及选择性高等优点. 按照过渡金属催化剂分类, 对吡咯-2-甲酸酯的[3+2]、[4+1]与[2+2+1]等成环反应的合成方法进行综述, 介绍了过渡金属催化吡咯-2-甲酸酯化合物的机理及其应用, 并对吡咯-2-甲酸酯的合成进行了展望.

关键词: 吡咯-2-甲酸酯, 过渡金属催化, C—N键构筑

Pyrrole-2-carboxylates exist widely in biologically active molecules and have many important applications in the field of medicine. Therefore, the synthesis of pyrrole-2-carboxylates has received extensive attention. The transition metal- catalyzed cycloaddition reactions are widely used in the synthesis of pyrrole skeletons and have the advantages of regio- selectivity. The formation methods of C—N bonds directed by transition metal ligand have some advantages, such as milder reaction conditions, higher atomic step economy, efficiency and selectivity. The reactions of [3+2], [4+1] and [2+2+1] cycloaddition are reviewed, and the reaction mechanism and application of pyrrole-2-carboxylate compounds are introduced under various transition-metal conditions. The prospects of the synthesis of pyrrole-2-carboxylates are also discussed.

Key words: pyrrole-2-carboxylate, transition metal catalysis, C—N bond formation