Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (7): 2750-2759.DOI: 10.6023/cjoc202102015 Previous Articles     Next Articles



陈任宏a,*(), 吴桂贞a, 杨凯c,*(), 叶斌a, 陈庆凤a, 汪朝阳b,*()   

  1. a 广东食品药品职业学院 广州 510520
    b 华南师范大学化学学院 教育部环境理论化学重点实验室 广州 510006
    c 赣南医学院药学院 江西赣州 341000
  • 收稿日期:2021-02-02 修回日期:2021-03-22 发布日期:2021-04-16
  • 通讯作者: 陈任宏, 杨凯, 汪朝阳
  • 基金资助:
    广东食品药品职业学院自然科学研究(2018ZR001); 广东食品药品职业学院自然科学研究(2014YZ007); 江西省教育厅科学研究(GJJ201504); 赣南医学院科学研究(YB201903); 广东省基础与应用基础研究基金(2021A1515012342); 广东省科技计划(2017A010103016)

One-Pot Synthesis ofN-Furanonyl Sulfonyl Hydrazone Compounds

Renhong Chena(), Guizhen Wua, Kai Yangc(), Bin Yea, Qingfeng Chena, Zhaoyang Wangb()   

  1. a Guangdong Food and Drug Vocational College, Guangzhou 510520
    b Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, School of Chemistry, South China Normal University, Guangzhou 510006
    c College of Pharmacy, Gannan Medical University, Ganzhou, Jiangxi 341000
  • Received:2021-02-02 Revised:2021-03-22 Published:2021-04-16
  • Contact: Renhong Chen, Kai Yang, Zhaoyang Wang
  • Supported by:
    Natural Science Project of Guangdong Food and Drug Vocational College(2018ZR001); Natural Science Project of Guangdong Food and Drug Vocational College(2014YZ007); Scientific Research Fund of Jiangxi Provincial Education Department(GJJ201504); Scientific Research Project of Gannan Medical University(YB201903); Guangdong Basic and Applied Basic Research Foundation(2021A1515012342); Guangdong Provincial Science and Technology Project(2017A010103016)

An efficient approach for the construction of one C—N bond and one C=N bond based on sulfonyl hydrazides, 3,4-dihalo-2(5H)-furanones and carbonyl compounds via the one-pot strategy to provideN-2(5H)-furanonyl sulfonyl hydrazone products with good yields is described. This approach with wide substrate range and good selectivity can be achieved at room temperature by metal-free catalysts. Even for 3,4-dichloro-2(5H)-furanones, the inactive Csp2—Cl type compounds, this green method also gives satisfactory yields. Importantly, its application for a gram-scale preparation of different furanone substrates can be accomplished.

Key words: 2(5H)-furanone, sulfonyl hydrazone, synthesis, one-pot reaction, metal-free catalysis