Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (5): 1290-1294.DOI: 10.6023/cjoc201701054 Previous Articles     Next Articles



施冬冬, 鲍汉扬, 徐峥, 刘运奎   

  1. 浙江工业大学化学工程学院 绿色化学与技术国家重点实验室培育基地 杭州 310014
  • 收稿日期:2017-01-30 修回日期:2017-03-27 发布日期:2017-03-31
  • 通讯作者: 刘运奎
  • 基金资助:


Synthesis of 6-Aryl Phenanthridines via Iron-Catalyzed sp2-C-H Bond Amination/Aromatization Reaction

Shi Dongdong, Bao Hanyang, Xu Zheng, Liu Yunkui   

  1. State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2017-01-30 Revised:2017-03-27 Published:2017-03-31
  • Contact: 10.6023/cjoc201701054
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21172197, 21372201), the Opening Foundation of Zhejiang Key Course of Chemical Engineering and Technology, Zhejiang University of Technology, and the Xin Miao Talents Program of Zhejiang Province (No. 2016R403057).

With FeCl2 as a catalyst and Selectfluor as an oxidant, an efficient and highly selective synthesis of 6-aryl phenanthridines in one-pot manner has been achieved via an intramolecular sp2-C-H bond amination/aromatization of N-(biphenyl-2-yl(aryl)methyl)benzenesulfonamide derivatives. The optimized reaction conditions were established through systematic investigations of solvents, temperature, catalysts, oxidants and their dosages in the reaction. The present reaction has advantages of simple operation, easy availability of starting materials, the use of inexpensive and low-toxic iron catalyst, and good compatibility of substrates.

Key words: iron catalysis, C-H activation, amination, phenanthridines