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三元氮杂环的亲核开环反应研究

Study on the Nucleophilic Ring-opening Reacitons of Aziridlnes

【作者】 王英

【导师】 彭以元;

【作者基本信息】 江西师范大学 , 有机化学, 2013, 硕士

【摘要】 本文研究了三元氮杂环化合物的开环反应,在绿色条件下对三元氮杂环的开环反应及在卡宾的催化作用下炔醛对进行三元氮杂环的开环。第一部分,详细研究了在PEG-200这种绿色溶剂,卤代烷和硫脲为硫醚化试剂对三元氮杂环的开环反应。结果表明:卤代烷和硫脲反应原位生成硫负离子后,进攻三元氮杂环,高产率得到相应的β-氨基硫醚化合物。第二部分,详细研究炔醛对三元氮杂环的开环反应。氮杂卡宾的催化作用下炔醛类化合物对三元氮杂环的开环反应。结果表明:在氮杂卡宾的前体IXy.HCl催化下,炔丙醛对三元氮杂环的开环反应,以很好的产率得到相应的β-磺酰氨基炔丙酯。

【Abstract】 In this thesis, the ring-opening reactions of aziridines under green conditions weredescribed.In part one, the ring-opening reaction of aziridines with alkyl halides and thioureain green solvent of PEG-200-H2O was studied in detail. The results indicated that thereaction between thiourea and the alkyl halide in situ form the sulfur anionintermediate, which attacks the aziridines afford the corresponding β-amino sulfidesin good to excellent yields.In part two, the ring-opening reaction of aziridines with alkynals was studied indetail. The results indicated that the reactions between alkynals and aziridinescatalyzed with N-heterocyclic carbine IXy.HCl gave the correspondingβ-sulfonylamino propynoic esters.

  • 【分类号】O621.251
  • 【下载频次】186
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