有机化学 ›› 2007, Vol. 27 ›› Issue (04): 483-487. 上一篇    下一篇

研究论文

离子液体功能化二氧化硅催化Knoevenagel反应

厉嘉云,彭家建,邱化玉,蒋剑雄,邬继荣
倪勇,来国桥*   

  1. (杭州师范学院有机硅化学及材料技术教育部重点实验室 杭州 310012)
  • 收稿日期:2006-06-23 修回日期:1900-01-01 发布日期:2007-03-29
  • 通讯作者: 来国桥

Knoevenagel Condensation Reaction Catalyzed with Ionic Liquid Functionalized SiO2

LI Jia-Yun, PENG Jia-Jian, QIU Hua-Yu, JIANG Jian-Xiong, WU Ji-Rong
NI Yong, LAI Guo-Qiao*   

  1. (Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Teachers College,
    Hangzhou 310012)
  • Received:2006-06-23 Revised:1900-01-01 Published:2007-03-29
  • Contact: LAI Guo-Qiao

在100 ℃, 无外加溶剂条件下, 离子液体功能化二氧化硅催化一系列芳醛和活泼亚甲基化合物进行Knoevenagel 缩合反应, 以高产率生成相应产物. 当反应底物为水杨醛与氰基乙酸乙酯的时候, 产物为3-乙氧基羰基香豆素, 这是水杨醛和氰基乙酸乙酯缩合关环, 再发生氰基醇解的产物. 采用离子液体功能化二氧化硅作为反应催化剂, 反应后催化剂可回收再利用.

关键词: 离子液体, 功能化二氧化硅, Knoevenagel反应

The Knoevenagel condensation of a series of aromatic aldehydes with active methylene compounds proceeded smoothly in the presence of catalytic amounts of ionic liquid functionalized SiO2 at 100 ℃ without any additional volatile organic solvents, and the desired alkenes were obtained in good purity with excellent yields. In particular, when the Knoevenagel condensation of 2-hydroxybenzaldehyde was conducted with ethyl 2-cyanoacetate, 3-ethoxycarbonylcoumarin was obtained by simultaneous cyclization and alcoholysis of cyanide. In addition, the catalyst can be used recyclably.

Key words: Knoevenagel condensation, functionalized SiO2, ionic liquid