Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (8): 1687-1691.DOI: 10.6023/cjoc201401022 Previous Articles     Next Articles




  1. 江西师范大学化学化工学院 南昌 330027
  • 收稿日期:2014-01-25 修回日期:2014-03-13 发布日期:2014-04-15
  • 通讯作者: 许招会
  • 基金资助:

Solvent-Free Synthesis of 5-[(Indol-3-yl)-methyl]-2,2-dimethyl-1,3- dioxane-4,6-dione Derivatives under Ultrasonic Irradiation with Succinimide-N-sulfonic Acid Cerium as Catalyst

Xu Zhaohui   

  1. Department of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330027
  • Received:2014-01-25 Revised:2014-03-13 Published:2014-04-15
  • Supported by:
    Project supported by the National Science and Technology Project (No. 2001BA323C) and the Graduate Innovation Foundation of Jiangxi Province (No. YC10A51).

Ten kinds of 5-[(indol-3-yl)-methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione derivatives were synthesized by the three component condensation reaction of indole with aldehydes and 2,2-dimethyl-1,3-dioxane-4,6-dione using succinimide-N-sulfonic acid cerium as catalyst under solvent-free and ultrasonic irradiation. The results indicated that the yields ranged from 68.9% to 96.7%, when using 3% (molar fraction) succinimide-N-sulfonic acid cerium and reacting at 30℃ for 30 to 60 min. Furthermore, a proposed reaction mechanism for the reaction catalyzed by succinimide-N-sulfonic acid cerium was speculated. The main advantages of the present procedure were milder conditions, shorter reaction time and higher yields. Further study showed that succinimide-N-sulfonic acid cerium was environmentally friendly and reused for six times without any noticeable decrease in the catalytic activity.

Key words: 2,2-dimethyl-1,3-dioxane-4,6-dione, succinimide-N-sulfonic acid cerium, aldehydes, three component condensation reaction