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Chinese Journal of Organic Chemistry >

2014 , Vol. 34 >Issue 8: 1687 - 1691

DOI: https://doi.org/10.6023/cjoc201401022

Notes

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
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  • Department of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330027

Received date: 2014-01-25

  Revised date: 2014-03-13

  Online 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).

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Abstract

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

Cite this article

Xu Zhaohui . 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[J]. Chinese Journal of Organic Chemistry, 2014 , 34(8) : 1687 -1691 . DOI: 10.6023/cjoc201401022

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