Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (1): 192-199.DOI: 10.6023/cjoc201808028 Previous Articles     Next Articles

Special Issue: 庆祝陈庆云院士九十华诞

Articles

全氟烷基取代的芴基炔膦酸二乙酯化合物的一锅法合成

孙小莉a, 孙振华a, 韩敏敏b, 韩靖a, 何伟民a, 陈杰a, 邓红梅c, 邵敏c, 张慧a,c, 曹卫国a,d,e   

  1. a 上海大学化学系 上海 200444;
    b 上海大学钱伟长学院 上海 200444;
    c 上海大学微结构重点实验室 分析测试中心 上海 200444;
    d 中国科学院上海有机化学研究所有机金属化学国家重点实验室 上海 200032;
    e 中国科学院上海有机化学研究所 有机氟化学重点实验室 上海 200032
  • 收稿日期:2018-08-24 修回日期:2018-09-13 出版日期:2019-01-25 发布日期:2018-10-20
  • 通讯作者: 张慧, 曹卫国 E-mail:wgcao@staff.shu.edu.cn;yehao7171@shu.edu.cn
  • 基金资助:

    国家自然科学基金(No.21672138)资助项目.

Synthesis of Perfluoroalkylated Fluorenes with Phosphonate Group via One-Pot Synthesis Process

Sun Xiaolia, Sun Zhenhuaa, Han Minminb, Han Jinga, He Weimina, Chen Jiea, Deng Hongmeic, Shao Minc, Zhang Huia,c, Cao Weiguoa,d,e   

  1. a Department of Chemistry, Shanghai University, Shanghai 200444;
    b Qianweichang College, Shanghai University, Shanghai 200444;
    c Laboratory for Microstructures, Instrumental Analysis and Research Center of Shanghai University, Shanghai 200444;
    d State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032;
    e Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
  • Received:2018-08-24 Revised:2018-09-13 Online:2019-01-25 Published:2018-10-20
  • Contact: 10.6023/cjoc201808028 E-mail:wgcao@staff.shu.edu.cn;yehao7171@shu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21672138).

A simple and versatile metal-free protocol for the synthesis of perfluoroalkyated fluorene derivatives bearing phosphonate group is achieved. The reactions proceeded via one-pot three-component condensation of indenones, fluorinated alkynylphosphonates and malononitrile under mild conditions. This protocol is highly regioselective, operationally facile and applicable to a variety of indenones in good to excellent yields.

Key words: multicomponent reactions (MCRs), one-pot synthesis, perfluoroalkynyl phosphonate, fluorene