Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (2): 582-593.DOI: 10.6023/cjoc202006050 Previous Articles     Next Articles



余述燕a,*(), 高丽宏a, 闫溢哲b, 尹志刚a, 商永嘉c,*()   

  1. a 郑州轻工业大学材料与化学工程学院 郑州 450002
    b 郑州轻工业大学食品与生物工程学院 郑州 450002
    c 安徽师范大学功能分子固体教育部重点实验室 安徽芜湖 240001
  • 收稿日期:2020-06-23 修回日期:2020-07-28 发布日期:2020-08-19
  • 通讯作者: 余述燕, 商永嘉
  • 作者简介:
    * Corresponding authors. E-mail: ;
  • 基金资助:
    国家自然科学基金(21602207); 郑州轻工业大学博士科研基金(2014BSJJ009); 郑州轻工业大学青年骨干教师(2019XGGJS010)

Application of Cascade Reactions in the Synthesis of Sprio-hetero- cycles Initiated by Intramolecular Cyclization of Alkynols

Shuyan Yua,*(), Lihong Gaoa, Yizhe Yanb, Zhigang Yina, Yongjia Shangc,*()   

  1. a College of Material and Chemical Engineering, Zhengzhou University of Light Industry, Zhengzhou 450002
    b College of Food and Bioengineering, Zhengzhou University of Light Industry, Zhengzhou 450002
    c Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, Anhui 241000
  • Received:2020-06-23 Revised:2020-07-28 Published:2020-08-19
  • Contact: Shuyan Yu, Yongjia Shang
  • Supported by:
    the National Natural Science Foundation of China(21602207); the Doctoral Research Fund of Zhengzhou University of Light Industry(2014BSJJ009); the Young Backbone Teachers’ Fund of Zhengzhou University of Light Industry(2019XGGJS010)

Due to their unique stereoscopic structure and rich physical and chemical properties, spiro heterocyclic compounds have aroused the continuous attention of researchers on their efficient synthesis methods. The exo-cyclic enol ethers generated in situ by exo-dig cyclization of alkynols under the promotion of transition metals could serve as C2 synthons to react with various "amphiphilic substrates" through cascade reactions mode. These cascade reactions could afford spiro heterocyclic skeletons in highly efficient and direct manners. In this paper, the application progress of cascade reactions in the synthesis of sprio-heterocycles initiated by intramolecular cyclization of alkynols is reviewed, which aims to stimulate the disclosure of more related research work. These work is elaborated according to the different atom numbers of the "amphiphilic substrates" involved in the construction of the spiro framworks. The catalytic system and reaction mechanism are mainly described, the challenges in this field are analyzed, and the future development is also put forward.

Key words: sprio-heterocycles, alkynols, cascade reactions, exo-cyclic enol ether