Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (4): 791-801.DOI: 10.6023/cjoc201709025 Previous Articles     Next Articles

Special Issue: 元素有机化学合辑2018-2019



严珺a, 姬晓悦b, 花书贵a, 王静a   

  1. a 江苏第二师范学院生命科学与化学化工学院 江苏省生物功能分子重点建设实验室 南京 210013;
    b 南京林业大学现代分析测试中心 南京 210037
  • 收稿日期:2017-09-15 修回日期:2017-10-13 发布日期:2017-11-15
  • 通讯作者: 花书贵
  • 基金资助:


Recent Advances of α-Aryl Vinyl Azides in Nitrogen Heterocycle Synthesis

Yan Juna, Ji Xiaoyueb, Hua Shuguia, Wang Jinga   

  1. a Key Construction Laboratory of Bio-functional Molecular of Jiangsu Province, Life Science and Chemistry College, Jiangsu Second Normal University, Nanjing 210013;
    b Advanced Analysis & Testing Center, Nanjing Forestry University, Nanjing 210037
  • Received:2017-09-15 Revised:2017-10-13 Published:2017-11-15
  • Contact: 10.6023/cjoc201709025
  • Supported by:

    Project supported by the Natural Science Foundation of Jiangsu Province (No. BK20130748).

Nitrogen heterocyclic compounds can be found in various natural products, pharmaceutical chemistry and material chemistry. Due to azide group linked to olefins, α-aryl vinyl azide has unique properties, which can act as electrophilic reagents, nucleophilic reagent, or radical acceptor. Diverse reaction pathways of α-aryl vinyl azide provide great opportunities to generate highly reactive intermediates with unusual or unconventional reactivities, making it possible to develop novel reaction. Recently, more and more synthetic chemists used α-aryl vinyl azide as a key three atoms synthon for the construction of diverse structurally complex N-heterocyclic compounds. This review will introduce systematically the reactivities of α-aryl vinyl azide and the developments of the recent application of α-aryl vinyl azide in nitrogen heterocycle synthesis, including mechanism, reaction characteristics and application study, thus it may be helpful for the research on nitrogen heterocycle synthesis.

Key words: α-aryl vinyl azide, synthon, nitrogen heterocyclic compounds, application