离子液体[2-aemim]im催化Knoevenagel反应和异噁唑酮合成  

Knoevenagel condensation and the synthesis of isoxazolones catalyzed by ionic liquid[2-aemim]im

作　　者：窦辉[1] 罗雷[1] 付召龙[1] 高思旖[1] 郝迪[1] 

机构地区：[1]南京航空航天大学材料科学与技术学院,江苏南京210016

出　　处：《化学研究与应用》2012年第3期474-479,共6页Chemical Research and Application

基　　金：国家自然科学基金项目(No.21103091);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(NS2010154)资助

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。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 of[2-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 of[2-aemim]im.The reaction had short reaction time,high yield,simply post-processing features.The ionic liquid could be reused conveniently.

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 

分 类 号：O626.2[理学—有机化学]