Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (8): 2166-2174.DOI: 10.6023/cjoc201905050 Previous Articles     Next Articles

Special Issue: 陈茹玉先生诞辰100周年 碳氢活化合辑2018-2019 元素有机化学合辑2018-2019



兰天磊a,b, 张越a,b, 刘伟c, 席婵娟a, 陈超a   

  1. a 清华大学化学系 生命有机磷化学及化学生物学教育部重点实验室 北京 100084;
    b 天津科技大学化工与材料学院 天津 300457;
    c 天津科技大学理学院 天津 300457
  • 收稿日期:2019-05-28 修回日期:2019-07-12 发布日期:2019-07-17
  • 通讯作者: 陈超
  • 基金资助:


Carbazolation Study of Active Arenes with Carbazole-Containing Hypervalent Iodine(III) Reagents

Lan Tianleia,b, Zhang Yuea,b, Liu Weic, Xi Chanjuana, Chen Chaoa   

  1. a Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 100084;
    b College of Chemical Engineering and Materials Science, Tianjin University of Science & Technology, Tianjin 300457;
    c College of Sciences, Tianjin University of Science & Technology, Tianjin 300457
  • Received:2019-05-28 Revised:2019-07-12 Published:2019-07-17
  • Contact: 10.6023/cjoc201905050
  • Supported by:

    Project supported by the National Key Research and Development Program of China (No. 2016YFB0401400), the National Natural Science Foundation of China (Nos. 21302139, 21672120, 21871158) and the Fok Ying Tong Education Foundation of China (No. 151014).

Carbazole and its derivatives are widely used in the field of medicine and photoelectric materials. A kind of stable cyclic hypervalent iodine reagents containing carbazole group was developed, which belong to benziodoxole compounds. In the presence of Cu(I) catalyst, these reagents reacted with aromatic substrates to give N-aryl carbazole derivatives. The reaction conditions are mild and suitable for a variety of electron-rich arenes. And a radical mechanism was proposed.

Key words: carbazole, hypervalent iodine reagent, N-arylation, copper-catalysis