有机化学 ›› 2015, Vol. 35 ›› Issue (11): 2333-2339.DOI: 10.6023/cjoc201505032 上一篇    下一篇

研究论文

钯催化芳基取代二炔分子内[4+2]环化反应

吴玉芹a, 杨永b, 李立冬a   

  1. a 盐城工学院化学化工学院 盐城 224051;
    b 盐城第二人民医院 盐城 224003
  • 收稿日期:2015-05-20 修回日期:2015-06-23 发布日期:2015-07-10
  • 通讯作者: 李立冬 E-mail:ld-l@163.com
  • 基金资助:

    国家自然科学基金(No. 21272005)资助项目.

Palladium-Catalyzed Intramolecular [4+2] Cycloadition Reactions of Aryl-Substituted Diynes

Wu Yuqina, Yang Yongb, Li Lidonga   

  1. a School of Chemistry and Chemical Engineering, Yancheng Institute of Technology, Yancheng 224051;
    b The Second People's Hospital of Yancheng, Yancheng 224003
  • Received:2015-05-20 Revised:2015-06-23 Published:2015-07-10
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21272005).

氮杂环状化合物是一类重要的有机分子并在自然界中广泛存在, 很多这类化合物具有生理活性, 是农药、医药、染料和功能分子材料的核心骨架. 本工作通过钯催化三炔经历分子内的[4+2]环化加成反应, 发展了一种高效实用地制备炔官能化苯并二氢异吲哚衍生物的Domino方法. 所合成目标产物的结构经各种波谱手段表征确证, 其中化合物2g的结构还通过X射线单晶衍射分析确认.

关键词: 钯催化, 合成, C—C偶联, 苯并二氢异吲哚衍生物

The nitrogen-containing heterocyclic compounds are important organic molecules which could be widely found in nature. Most of them have biologic activity and become the core skeleton of agrochemicals, pharmaceuticals, dyes and organic functional materials. A practical and efficient domino method for the preparation of diversely fused yne-functionalized benzoisoindole from triynes is developed via palladium-catalyzed [4+2] cycloaddition. All new products were fully characterized by various spectroscopic techniques and high-resolution mass spectrometry. The molecular structure of 2g was confirmed using single-crystal X-ray analyses.

Key words: palladium-catalyzed, synthesis, C-C coupling, benzoisoindole derivatives