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

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

研究简报

无溶剂超声辐射下琥珀酸二酰亚胺磺酸铈催化合成5-[（3-吲哚基）-甲基]-2,2-二甲基-1,3-二噁烷-4,6-二酮衍生物

  • 许招会
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  • 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

  网络出版日期: 2014-04-15

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.

收起

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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摘要

在琥珀酸二酰亚胺磺酸铈催化下，吲哚、醛和2，2-二甲基-1，3-二噁烷-4，6-二酮在无溶剂条件下超声辐射合成了10种5-[（3-吲哚基）-甲基]-2，2-二甲基-1，3-二噁烷-4，6-二酮衍生物. 当催化剂的用量为3%（摩尔分数）时，30℃反应30～60 min，收率为68.9%～96.7%. 此外，还探讨了琥珀酸二酰亚胺磺酸铈的催化机理. 该方法具有条件温和，反应时间短且收率高的优点. 催化剂邻琥珀酸二酰亚胺磺酸铈对环境友好且可循环利用.

关键词： 2,2-二甲基-1,3-二噁烷-4,6-二酮; 琥珀酸二酰亚胺磺酸铈; 醛; 三组分反应

本文引用格式

许招会 . 无溶剂超声辐射下琥珀酸二酰亚胺磺酸铈催化合成5-[（3-吲哚基）-甲基]-2,2-二甲基-1,3-二噁烷-4,6-二酮衍生物[J]. 有机化学, 2014 , 34(8) : 1687 -1691 . DOI: 10.6023/cjoc201401022

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

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