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4-甲基吡咯并[2,1,5-cd]中氮茚的合成

Synthesis of 4-Methyl-pyrrolo[2,1,5-cd]indolizines

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【作者】 李斌潘国骏何婷胡宏纹

【Author】 LI Bin,PAN Guo-Jun,HE Ting,HU Hong-Wen * (Department of Chemistry,Nanjing University,Nanjing 210093,China)

【机构】 南京大学化学系南京大学化学系 南京210093南京210093南京210093

【摘要】 以 2 -乙基吡啶生成的叶立德为原料 ,采用 1 ,3 -偶极环加成反应 ,得到了一系列 3 -乙酰基 (或苯甲酰基 ) -5 -乙基中氮茚衍生物 ,后者与 KOH在加热条件下发生分子内缩合 ,得到了一系列 4-甲基吡咯并 [2 ,1 ,5 -cd]中氮茚

【Abstract】 Pyrrolo[2,1,5-cd]indolizine is the most interesting member of bicyclo[3.2.2]azine. Its derivatives have received considerable attention in the field of synthetic organic chemistry due to their novel structure and properties,increasing biological interest and because their partially saturated frameworks occur in natural products. Over recent years the [8+2] cycloaddition of indolizine with an electron-deficient acetylene has been frequently employed for this purpose. In this paper we reported the synthesis of 5-methyl-pyrrolo[2,1,5-cd]indolizines starting from α -ethyl pyridine,which was converted at first to 3-acyl-5-ethyl indolizines by 1,3-dipolar cycloaddition of the corresponding pyridinium ylide with electron-deficient olefines and then the indolizines were transformed to pyrrolo[2,1,5-cd] indolizines by intramolecular condensation between the 3-acyl and the 5-ethyl groups.

【基金】 国家自然科学基金 (批准号 :2 0 0 72 0 16)资助
  • 【文献出处】 高等学校化学学报 ,Chemical Research In Chinese Universities , 编辑部邮箱 ,2004年08期
  • 【分类号】O629
  • 【被引频次】4
  • 【下载频次】155
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