Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (6): 1357-1362.DOI: 10.6023/cjoc201411007 Previous Articles     Next Articles



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
  • 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).

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