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
收稿日期: 2014-11-06
修回日期: 2015-01-19
网络出版日期: 2015-02-05
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
Received date: 2014-11-06
Revised date: 2015-01-19
Online 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
许招会 , 涂媛鸿 . 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[J]. 有机化学, 2015 , 35(6) : 1357 -1362 . DOI: 10.6023/cjoc201411007
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.
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