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离子液体[2-aemim]im催化Knoevenagel反应和异噁唑酮合成
引用本文:窦辉,罗雷,付召龙,高思旖,郝迪.离子液体[2-aemim]im催化Knoevenagel反应和异噁唑酮合成[J].化学研究与应用,2012,24(3):474-479.
作者姓名:窦辉  罗雷  付召龙  高思旖  郝迪
作者单位:南京航空航天大学材料科学与技术学院,江苏南京,210016
基金项目:国家自然科学基金项目,南京航空航天大学中央高校基本科研业务费专项资金项目
摘    要:以碱性离子液体1-(2-氨基乙基)-3-甲基咪唑咪唑盐(2-aemim]im)作为催化剂,催化Knoevenagel反应和4-芳亚甲基异噁唑-5(4H)-酮衍生物的合成。实验结果表明:在无溶剂条件下,该离子液体对Knoevenagel反应具有很高的催化活性,一系列芳香醛和活泼亚甲基化合物的反应在室温条件下2 min内顺利完成,均以90%以上的高产率生成取代烯烃产物.将该碱性离子液体用于催化乙酰乙酸乙酯或苯甲酰乙酸乙酯、盐酸羟胺和芳香醛三组分一锅法缩合制备4-芳亚甲基异噁唑-5(4H)-酮衍生物,具有反应时间较短、产率较高和后处理简单的特点。离子液体经简单处理后能多次循环使用。

关 键 词:1-(2-氨基乙基)-3-甲基咪唑咪唑盐  Knoevenagel反应  异噁唑酮  催化

Knoevenagel condensation and the synthesis of isoxazolones catalyzed by ionic liquid [ 2-aemim ]im
DOU Hui , LUO Lei , FU Zhao-long , GAO Si-yi , HAO Di.Knoevenagel condensation and the synthesis of isoxazolones catalyzed by ionic liquid [ 2-aemim ]im[J].Chemical Research and Application,2012,24(3):474-479.
Authors:DOU Hui  LUO Lei  FU Zhao-long  GAO Si-yi  HAO Di
Institution:(College of Material Science and Engineering,Nanjing University of Aeronautics and Astronautics,Nanjing 210016,China)
Abstract:Basic ionic liquid 1-(2-aminoethyl)-3-methyl imidazolium imidazolide had been introduced as catalyst for Knoevenagel condensation and the synthesis of 4-arylmethylene-isoxazol-5(4H)-ones.The Knoevenagel condensation proceeded efficiently in the presence of2-aemim]im at the solvent-free condition.A series of aromatic aldehydes and active methylene compounds could react at room temperature in 90%yields within 2 min.Moreover,4-arylmethylene-isoxazol-5(4H)-ones were synthesized by one-pot three component condensation reaction of ethyl acetoacetate or ethyl benzoylacetate,hydroxylamine hydrochloride and aromatic aldehydes in the presence of2-aemim]im.The reaction had short reaction time,high yield,simply post-processing features.The ionic liquid could be reused conveniently.
Keywords:1-(2-aminoethyl)-3-methyl imidazolium imidazolide  Knoevenagel condensation  isoxazolone  catalysis
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