Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (11): 3866-3872.DOI: 10.6023/cjoc202007005 Previous Articles     Next Articles

Special Issue: 创刊四十周年专辑


陈志超a, 张红b, 周树锋a, 崔秀灵b   

  1. a 华侨大学化工学院 福建厦门 361021;
    b 华侨大学生物医学学院 分子药物教育部工程研究中心 福建省分子医学重点实验室 福建省高校精准医学与分子诊断重点实验室 厦门市海洋与基因药物重点实验室 福建厦门 361021
  • 收稿日期:2020-07-01 修回日期:2020-07-30 发布日期:2020-08-11
  • 通讯作者: 周树锋, 崔秀灵;
  • 基金资助:

K2S2O8-Initiated Cascade Cyclization of 2-Alkynylnitriles with Sodium Sulfinates: Access to Fused Cyclopenta[gh]phenanthridines

Chen Zhichaoa, Zhang Hongb, Zhou Shufenga, Cui Xiulingb   

  1. a College of Chemical Engineering, Huaqiao University, Xiamen, Fujian 361021;
    b Engineering Research Center of Molecular Medicine, Ministry of Education, Key Laboratory of Fujian Molecular Medicine, Key Laboratory of Precision Medicine and Molecular Diagnosis of Fujian Universities, Key Laboratory of Xiamen Marine and Gene Drugs, School of Biomedical Sciences, Huaqiao University, Xiamen, Fujian 361021
  • Received:2020-07-01 Revised:2020-07-30 Published:2020-08-11
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21572072) and the Programme of Introducing Talents of Discipline to Universities (111 Project, No. BC 2018061).

A convenient K2S2O8-initiated radical cascade cyclization for the construction of 4-sulfonated cyclopenta[gh]-phenanthridines from 2-alkynylnitriles and sodium sulfinates has been explored under metal-free conditions. This protocol features mild conditions, good functional group tolerance and broad substrate scope. A variety of potentially bioactive 4-sulfonated cyclopenta[gh]phenanthridines were facilely synthesized via direct annulation.

Key words: 2-alkynylnitriles, sodium sulfinate, 4-sulfonated cyclopenta[gh]phenanthridine, radical cyclization cascade