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Efficient one‐pot synthesis of novel 6′,9′‐dihydro‐2H,7′H‐spiro[pyrimidine‐5,8′‐[1,3]dioxolo[4,5‐f]quinoline]‐2,4,6(1H,3H)‐trione derivatives under mild and “green” reaction conditions
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : 2020-06-07 , DOI: 10.1002/jhet.4023
Seyed Esmaeil Sadat Ebrahimi 1 , Nasrin Nozari 1 , Saeed Bahadorikhalili 2 , Azadeh Yahya‐Meymandi 3 , Alireza Foroumadi 1 , Bagher Larijani 4 , Mahmood Biglar 1 , Mohammad Mahdavi 4
Affiliation  

In this paper, an efficient method is introduced for the synthesis of 7′,9′‐disubstituted 6′,9′‐dihydro‐2H ,7′H ‐spiro[pyrimidine‐5,8′‐[1,3]dioxolo[4,5‐f ]quinoline]‐2,4,6(1H ,3H )‐trione derivatives under mild and “green” reaction conditions. The method is based on one‐pot multicomponent reaction of an aldehyde, barbituric acid, and benzo[d ][1,3]dioxol‐5‐amine in ethanol as a green and environmentally friendly solvent. The reaction has given the products in the highest isolated yield in the presence of acetic acid as catalyst under reflux conditions. Various aldehydes, bearing electron‐donating or ‐withdrawing functionalities have been used under the optimized conditions and successfully gave the desired products (13 examples) in high isolated yields.

中文翻译:

有效的一锅合成新型6',9'-dihydro-2H,7'H-spiro [嘧啶-5,8'-[1,3] dioxolo [4,5-f]喹啉] -2,4,在温和的“绿色”反应条件下生成6(1H,3H)-三酮衍生物

在本文中,一种有效的方法被引入为7合成',9'-二取代的6',9'-二氢2 ħ,7' ħ -螺[嘧啶-5,8-' - [1,3]二氧杂环戊烯[4,5- f ]喹啉] -2,4,6(1 H,3 H)-三酮衍生物在温和的“绿色”反应条件下。该方法基于醛,巴比妥酸和苯并[ d]的单锅多组分反应。乙醇中的] [1,3]二氧五环-5胺作为绿色环保溶剂。在乙酸作为催化剂存在下,在回流条件下,该反应以最高的分离产率得到了产物。在优化的条件下,已使用了各种具有供电子或撤电子功能的醛,并成功地以高分离产率获得了所需的产物(13个实例)。
更新日期:2020-08-08
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