Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (3): 947-958.DOI: 10.6023/cjoc202008046 Previous Articles     Next Articles



袁文豪1, 许家喜1,*()   

  1. 1 北京化工大学化学学院有机化学系 化工资源有效利用国家重点实验室 北京 100029
  • 收稿日期:2020-08-25 修回日期:2020-09-22 发布日期:2020-10-15
  • 通讯作者: 许家喜
  • 基金资助:

Ring Expansions of Oxetanes

Wenhao Yuan1, Jiaxi Xu1,*()   

  1. 1 State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029
  • Received:2020-08-25 Revised:2020-09-22 Published:2020-10-15
  • Contact: Jiaxi Xu
  • About author:
    * Corresponding author. E-mail:
  • Supported by:
    National Natural Science Foundation of China(21772010)

Oxetanes are a class of important small heterocycles and intermediates in organic synthesis and have been widely applied in organic, pharmaceutical and polymer chemistries. As small heterocycles with a large ring tension, oxetanes not only prefer ring-opening reactions, but also favor ring expansions, to construct oxygen-containing common to large heterocyclic compounds. The ring expansion reactions of oxetanes, including the ring expansions with diazo compounds as carbene precursors, the metal catalyzed intermolecular cycloadditions and the intramolecular cycloadditions involving neighboring group participation, the nucleophilic ring expansion and so on are reviewed. Some reaction mechanisms of ring expansion reactions are analyzed, and new prospects for the future development of the ring expansion reactions are put forward.

Key words: oxetane, ring expansion, carbene, cycloaddition, nucleophilic reaction