SIOC English
有机化学
高级检索

有机化学 ›› 2009, Vol. 29 ›› Issue (06): 966-970. 上一篇    下一篇

研究简报

2-取代-3,4-二氢-1-异喹啉酮的合成和舒张血管活性

张三奇*,a; 李 强a ; 祝丽永b ; 曹永孝a; 刘瑞熙a ; 陈战国b   

  1. (a西安交通大学医学院 西安710061)
    (b陕西师范大学化学与材料科学学院 西安710062)
  • 收稿日期:2008-05-13 修回日期:2008-12-10 发布日期:2009-06-20
  • 通讯作者: 张三奇

Synthesis and Vasodilatation of 2-Substituted-3,4- dihydro-1(2H)-isoquinolinones

Zhang, Sanqi*,a; Li, Qiang a; Zhu, Liyong b; Cao, Yongxiaoa ;
Liu, Ruixia; Chen, Zhanguob
  

  1. (a School of Medicine, Xi’an Jiaotong University, Xi’an 710061)
    (b College of Chemistry & Materials Science, Shanxi Normal University, Xi’an 710062)
  • Received:2008-05-13 Revised:2008-12-10 Published:2009-06-20
  • Contact: Zhang, Sanqi

PDF

1731

被引次数

28 | 2

以3-羟基-4-甲氧基苯甲酸甲酯等为原料, 通过烯丙基醚化、Claisen重排、氧化、与伯胺反应(生成Schiff碱)、还原、分子内酯的胺解六步反应合成了一系列2-取代-3,4-二氢-1-异喹啉酮类化合物. Schiff碱的制备、还原、酯的胺解三步在“一锅”内完成. 采用1H NMR, MS和元素分析对目标化合物的结构进行了表征. 离体动脉环张力实验证明此类化合物具有明显舒张血管的作用.

关键词: Claisen重排, 一锅法, 血管舒张, 异喹啉酮

2-Substituted-3,4-dihydro-1(2H)-isoquinolinones were synthesized from methyl 3-hydroxy-ben- zoates via allyl etherification, Claisen rearrangement, oxidation, reductive amination and aminolysis for the first time. The three steps, imine-formation, reduction and intramolecular amidation, were completed in one-pot at room temperature. The structures of the title compounds were characterized by 1H NMR, MS techniques and elemental analyses. Further more, myograph pharmacology methods demonstrated that several products exhibited the activity of vasodilatation.

Key words: Claisen rearrangement, one-pot method, vasodilatati, isoquinolinone