| 5-苯硫基吡哩酮及其异构体的合成研究 |
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| 引用本文： | 孙光,李剑,张守芳.5-苯硫基吡哩酮及其异构体的合成研究[J].中国药物化学杂志,2003,13(3):156-158. |
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| 作者姓名： | 孙光 李剑 张守芳 |
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| 作者单位： | 沈阳药科大学制药工程学院,辽宁,沈阳,110016 |
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| 摘 要： | 目的研究1H-2，3-二氢-1-吡咯里嗪酮类衍生物的构效关系，设计合成了5-苯硫基-2，3-二氢-1-吡咯里嗪酮(1)。方法 以吡咯为原料经Michael加成、苯硫化、分子内Hoesch反应合成目标化合物。结果 在生成目标化合物的同时，生成了其同分异构体7-苯硫基-2，3-二氢-1-吡咯里嗪酮(5)。结论 推测其生成机制为中间体2-苯硫基-1-氰乙基吡咯在酸性下的异构化反应。
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| 关 键 词： | 药物化学 制备 化学合成 2，3－二氢－1－吡咯里嗪酮 异构化 |
| 文章编号： | 1005-0108(2003)03-0156-03 |
Synthesis of 5-phenylsulfenyl-2,3-dihydro-1-pyrrolizinone and its isomer |
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| SUN Guang,LI Jian,ZHANG Shou-fang.Synthesis of 5-phenylsulfenyl-2,3-dihydro-1-pyrrolizinone and its isomer[J].Chinese Journal of Medicinal Chemistry,2003,13(3):156-158. |
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| Authors: | SUN Guang LI Jian ZHANG Shou-fang |
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| Abstract: | Aim In order to study the structure-activity relationship of 1 H -2,3-dihydro-1-pyrrolizinones,5-phenylsulfenyl-2,3-dihydro-1-pyrrolizinone(1)was designed.Methods The title compound was synthesized from pyrrole through the Michael addition,phenylsulfenation and cyclization.Results In the synthesis,while the title compound was synthesized,its isomer,7-phenylsulfenyl-2,3-dihydro-1-pyrrolizinone(5)was also obtained.Conclusion It is inferred that the rearrangement of the intermediate,3-(2-phenylsulfenyl-1-pyrrolyl)propionitrile resulted in the formation of compound 5. |
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| Keywords: | medicinal chemistry preparation chemical synthesis 1 H -2 3-dihydro-1-pyrrolizinone isomerization |
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