REVIEWS

Recent Progress on [3+2] Ring-Expansion Reaction of Aziridines with Unsaturated Compounds

  • Erjun Hao ,
  • Xiaobo Ding ,
  • Kexin Wang ,
  • Honghao Zhou ,
  • Qiliang Yang ,
  • Lei Shi
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  • a State Key Laboratory of Antiviral Drugs, Pingyuan Laboratory, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007
    b State Key Laboratory of Fine Chemicals, School of Chemistry, Dalian University of Technology, Dalian, Liaoning 116024

Received date: 2023-05-09

  Revised date: 2023-07-11

  Online published: 2023-08-30

Supported by

National Natural Science Foundation of China(22171036); National Natural Science Foundation of China(22007028); Natural Science Foundation of Henan Province(232300421126); Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University(2020YB03)

Abstract

Due to their high ring strain, aziridines readily undergo ring-expansion reactions, reacting with various unsaturated compounds to form heterocyclic compounds. These heterocyclic compounds serve as important scaffolds for drugs, natural products, and bioactive molecules. Additionally, they are valuable organic intermediates with wide-ranging applications in medicine, agriculture, chemical engineering, organic synthesis, and related fields. In recent years, there has been a significant increase in the synthesis of heterocyclic compounds using aziridines as three-atom synthons, resulting in a rapid advancement of research in this area. This review aims to provide an overview of the most recent [3+2] ring-expansion reactions involving aziridines and unsaturated compounds, such as olefins, aldehydes, ketones, and nitriles, over the past decade. Furthermore, the prospect in this field is also discussed.

Cite this article

Erjun Hao , Xiaobo Ding , Kexin Wang , Honghao Zhou , Qiliang Yang , Lei Shi . Recent Progress on [3+2] Ring-Expansion Reaction of Aziridines with Unsaturated Compounds[J]. Chinese Journal of Organic Chemistry, 2023 , 43(12) : 4057 -4074 . DOI: 10.6023/cjoc202305008

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