有机化学 ›› 2017, Vol. 37 ›› Issue (11): 2859-2872.DOI: 10.6023/cjoc201705011 上一篇    下一篇

综述与进展

有机叔膦催化缺电子炔酯(炔酮)环加成反应研究进展

张甲勇b, 木尼热·阿布都克力木a, 苗志伟a,b   

  1. a 喀什大学化学与环境科学学院 新疆喀什 844006;
    b 南开大学化学学院 元素有机化学研究所 天津 300071
  • 收稿日期:2017-05-07 修回日期:2017-06-28 出版日期:2017-11-25 发布日期:2017-07-07
  • 通讯作者: 苗志伟 E-mail:miaozhiwei@nankai.edu.cn
  • 基金资助:

    新疆维吾尔自治区自然科学基金(No.2016D01A016)资助项目.

Research Progress of Organophosphine-Catalyzed Annulation Reaction of Electron-Deficient Alkynoates or Ynones

Zhang Jiayongb, Abudukeremu Muniraa, Miao Zhiweia,b   

  1. a College of Chemistry and Environmental Sciences, Kashgar University, Kashgar 844006;
    b College of Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071
  • Received:2017-05-07 Revised:2017-06-28 Online:2017-11-25 Published:2017-07-07
  • Contact: 10.6023/cjoc201705011 E-mail:miaozhiwei@nankai.edu.cn
  • Supported by:

    Project supported by the Committee of Science and Technology of Xinjiang (No. 2016D01A016).

有机膦小分子催化剂是一类具有较强亲核性的路易斯碱,在有机合成研究领域具有广泛应用.缺电子炔酯或炔酮与叔膦发生亲核加成反应可以生成两性离子中间体,进而发生各种有机化学反应,包括异构化反应、α-、β-、γ-加成反应以及[2+2]、[3+2]、[4+2]环加成反应,其中环加成反应为构建各种药物分子、天然产物以及生物活性分子提供了有效的手段,因此研究有机膦催化缺电子炔酯(炔酮)的环加成反应具有重要的意义,综述了近年来有机膦催化缺电子炔酯(炔酮)环加成反应研究进展与应用.

关键词: 有机叔膦催化, 缺电子炔酯(炔酮), 环加成反应

Organophosphine catalyst is a kind of strong nucleophilic Lewis base. It is widely used in the field of organic synthesis. An active and important zwitterion intermediate can be generated via nucleophilic addition of the tertiary phosphine to electron-deficient alkynoates or ynones and achieves further transformation, including isomerization, α-, β-, γ-addition reactions and[2+2],[3+2],[4+2] cycloaddition reactions. Varieties of pharmaceuticals, natural products and other bioactive moleculars could be efficiently synthesized through organophosphine-catalyzed cycloaddition reaction. The research of organ-ophosphine-catalyzed cycloaddition reaction of electron-deficient alkynoates or ynones has gained more attention. The recent development of organophosphine-catalyzed cycloaddition reaction of electron-deficient alkynoates or ynones is summarized.

Key words: tertiary organophosphine-catalyzed reaction, electron-deficient alkynoates (ynones), cycloaddition reaction