有机化学 ›› 2015, Vol. 35 ›› Issue (6): 1357-1362.DOI: 10.6023/cjoc201411007 上一篇    下一篇

研究简报

无溶剂超声辐射下Dawson型磷钨钒杂多酸催化合成螺杂双环衍生物

许招会, 涂媛鸿   

  1. 江西师范大学化学化工学院 南昌 330027
  • 收稿日期:2014-11-06 修回日期:2015-01-19 发布日期:2015-02-05
  • 通讯作者: 许招会 E-mail:gotoxzh@163.com
  • 基金资助:

    国家科技攻关计划(No. 2001BA323C)和江西省研究生创新基金(No. YC10A51)资助项目.

Solvent-Free Synthesis of Spiro Heterobicyclic Derivatives under Ultrasonic Irradiation with Dawson-Type Tungsten Vanado Phosphoric Heteropoly Acid as Catalyst

Xu Zhaohui, Tu Yuanhong   

  1. Chemistry and Chemical Engineering Department, Jiangxi Normal University, Nanchang 330027
  • Received:2014-11-06 Revised:2015-01-19 Published:2015-02-05
  • Supported by:

    Project supported by the National Science and Technology Project (No. 2001BA323C) and the Graduate Innovation Foundation of Jiangxi Province (No. YC10A51).

在Dawson型磷钨钒杂多酸催化下, 芳香醛、尿素和2,2-二甲基-1,3-二噁烷-4,6-二酮或巴比妥酸衍生物无溶剂条件下超声辐射合成了12种螺杂双环衍生物. 当催化剂的用量的摩尔分数为5%时, 80 ℃反应15~45 min, 收率为83%~94%. 此外, 还探讨了Dawson型磷钨钒杂多酸的催化机理. 该方法具有条件温和, 反应时间短且收率高的优点. 催化剂对环境友好且可循环利用.

关键词: Dawson型磷钨钒杂多酸, 无溶剂, 三组分反应, 螺杂双环衍生物

Twelve kinds of spiro heterobicyclic derivatives were synthesized by the three component condensation reaction of aldehydes with urea and 2,2-dimethyl-1,3-dioxane-4,6-dione or barbituric acid derivatives using dawson-type Tungsten Vanado phosphoric heteropolyacid as catalyst, under solvent-free and ultrasonic irradiation. The results indicate that the yields ranged from 83% to 94% when using 5% (molar fraction) dawson-type Tungsten Vanado phosphoric heteropolyacid and reacting at 80 ℃ for 15~45 min. Furthermore, a proposed reaction mechanism for the reaction catalyzed by dawson-type Tungsten Vanado phosphoric heteropolyacid was speculated. The main advantages of the present procedure were milder conditions, shorter reaction time and higher yields. Further study showed that dawson-type Tungsten Vanado phosphoric heteropolyacid was environmentally friendly and reused for four times without any noticeable decrease in the catalytic activity.

Key words: dawson-type Tungsten Vanado phosphoric heteropolyacid, solvent-free, three component condensation reaction, spiro hetrobicyclic derivatives