Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (11): 3837-3846.DOI: 10.6023/cjoc202006043 Previous Articles     Next Articles

Special Issue: 创刊四十周年专辑


闫晓静a, 李畅b, 靳智雄a, 徐孝菲a, 陈维伟a, 潘远江a   

  1. a 浙江大学化学系 杭州 310027;
    b 浙江中医药大学生命科学学院 杭州 310053
  • 收稿日期:2020-06-21 修回日期:2020-08-09 发布日期:2020-08-19
  • 通讯作者: 潘远江, 李畅;
  • 基金资助:

Iron Porphyrin Complexes Catalyzed Cyclopropanation Reactions and C-S Bond Cleavage Reactions for Phenyl Vinyl Sulfides and Diazoreagents

Yan Xiaojinga, Li Changb, Jin Zhixionga, Xu Xiaofeia, Chen Weiweia, Pan Yuanjianga   

  1. a Departement of Chemistry, Zhejiang University, Hangzhou 310027;
    b College of Life Science, Zhejiang Chinese Medical University, Hangzhou 310053
  • Received:2020-06-21 Revised:2020-08-09 Published:2020-08-19
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21532005, 21502168) and the National Key R&D Program of China (No. 2016YFF0200503).

A catalytic system capable of selectively promoting the cyclopropanation reaction and C—S bond cleavage reaction was established. For the reactions between phenyl vinyl sulfide and diazoacetonitrile (generated by in situ method), the cyclopropanation reaction products were obtained under the catalysis of hemin chloride, and the C—S bond cleavage reaction products were generated in the presence of FePc. All the reations were operated without inert gas protection or high temperature, and the target products were obtained by stirring at room temperature for 1 h in moderate to excellent yields.

Key words: hemin, diazo compound, sulfonium ylide, cyclopropanelation reaction, C-S bond cleavage reaction