Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (2): 515-520.DOI: 10.6023/cjoc201807025 Previous Articles     Next Articles



陆露露, 周丙伟, 金红卫, 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:2018-07-16 修回日期:2018-09-10 发布日期:2018-10-12
  • 通讯作者: 金红卫, 刘运奎;
  • 基金资助:


Radical-Triggered Tandem Reaction of Vinyl Azides with Isopropylxanthic Disulfide for the Synthesis of 6-Sulfanylmethyl Phenanthridines

Lu Lulu, Zhou Bingwei, Jin Hongwei, Liu Yunkui   

  1. State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2018-07-16 Revised:2018-09-10 Published:2018-10-12
  • Contact: 10.6023/cjoc201807025;
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21772176, 21372201), the Opening Foundation of Zhejiang Key Course of Chemical Engineering and Technology, Zhejiang University of Technology.

An 2,2'-azobis(2-methylpropionitrile) (AIBN) initiated tandem reaction of vinyl azides with isopropylxanthic disulfide to construct C-S/C-N bonds was disclosed. A range of functionalized 6-sulfanylmethyl phenanthridines could be easily accessed in 50%~84% yields with a good regioselectivity. The mechanism study indicates a free radical pathway in this reaction.

Key words: vinyl azides, isopropylxanthic disulfide, phenanthridine, radical reaction