Chinese Journal of Organic Chemistry >
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).
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.
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]. Chinese Journal of Organic Chemistry, 2015 , 35(6) : 1357 -1362 . DOI: 10.6023/cjoc201411007
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