Chem. J. Chinese Universities ›› 2004, Vol. 25 ›› Issue (2): 273.

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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

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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