高等学校化学学报 ›› 2004, Vol. 25 ›› Issue (2): 273.

• 研究论文 • 上一篇    下一篇

氧化剂存在下吡啶叶立德与1,4,4a,8a-四氢-1,4-桥亚甲基萘-5,8-二酮的反应

王炳祥1,2, 胡宏纹1   

  1. 1. 南京大学化学系, 南京 210093;
    2. 南京师范大学化学与环境科学学院, 南京 210097;
    3. 江苏省生物医药功能材料工程研究中心, 南京 210097
  • 收稿日期:2003-02-24 出版日期:2004-02-24 发布日期:2004-02-24
  • 通讯作者: 王炳祥(1964年出生),男,博士,副教授,主要从事有机化学研究.E-mail;wabx@jlonline.com E-mail:wabx@jlonline.com
  • 基金资助:

    国家自然科学基金(批准号;29375052);南京师范大学“十五”期间“211工程”建设项目资助

Reaction Between Pyridinium N-Ylides and 1,4,4a,8a-Tetrahydro-1,4- methanonaphthalene-5,8-dione in the Presence of Oxidant

WANG Bing-Xiang1,2, HU Hong-Wen1   

  1. 1. Department of Chemistry, Nanjing University, Nanjing 210093, China;
    2. College of Chemistry and Environment Science, Nanjing Normal University, Nanjing 210097, China;
    3. Jiangshu Research Center of Biomedical Functional Materials Engineering, Nanjing 210097, China
  • Received:2003-02-24 Online:2004-02-24 Published:2004-02-24

摘要: 在[(Py)4Co(HCrO4)2]存在下,吡啶叶立德、喹啉叶立德或异喹啉叶立德分别和1,4,4a,8a-四氢-1,4-桥亚甲基萘-5,8-二酮反应,一步法合成了中氮茚类多环化合物(1a~1c,2a~2b,3).该方法原料易得,反应条件容易控制,为合成这类化合物提供了新方法.

关键词: 二铬酸氢四吡啶合钴(Ⅱ), 吡啶叶立德, 1, 4, 4a, 8a-四氢-1, 4-桥亚甲基萘-5, 8-二酮, 中氮茚

Abstract: Some tricyclic indolizine compounds having sPLA2 inhibitory activities have been reported. A general method for preparing multi-cyclic indolizine compounds(1a—1c, 2a—2b and 3) in moderate yields(45%—71%) by a 1,3-dipolar cycloaddition reaction of pyridinium N-ylides, isoquinolinium N-ylides or quinolinium N-ylides to 1,4,4a,8a-tetrahydro-1,4-methanonaphthalene-5,8-dione, followed by an aromatization, in the presence of tetrakispyridine cobalt(Ⅱ) dichromate(TPCD) is described. The method features cheap reagents ,simple workup procedure. The above compounds(1a—1c, 2a—2b and 3) are of great value for evolution in medicinal research studies.

Key words: Tetrakis-pyridine cobalt(Ⅱ) dichromate, Pyridinium N-ylide, 1,4,4a,8a-Tetrahydro- 1,4-methanonaphthalene-5,8-dione, Indolizine

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