Solvent-Free Synthesis of Spiro Heterobicyclic Derivatives under Ultrasonic Irradiation with Dawson-Type Tungsten Vanado Phosphoric Heteropoly Acid as Catalyst

doi:10.6023/cjoc201411007

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

Notes

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

许招会, 涂媛鸿

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 E-mail:gotoxzh@163.com
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

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).

1. Solvent-Free Synthesis of Spiro Heterobicyclic Derivatives under Ultrasonic Irradiation with Dawson-Type Tungsten Vanado Phosphoric Heteropoly Acid as Catalyst.PDF(1372KB)

Abstract

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

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Xu Zhaohui, Tu Yuanhong. Solvent-Free Synthesis of Spiro Heterobicyclic Derivatives under Ultrasonic Irradiation with Dawson-Type Tungsten Vanado Phosphoric Heteropoly Acid as Catalyst[J]. Chin. J. Org. Chem., 2015, 35(6): 1357-1362.

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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

Solvent-Free Synthesis of Spiro Heterobicyclic Derivatives under Ultrasonic Irradiation with Dawson-Type Tungsten Vanado Phosphoric Heteropoly Acid as Catalyst

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