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Taurine as a green bio-organic catalyst for the preparation of bio-active barbituric and thiobarbituric acid derivatives in water media
Bioorganic Chemistry ( IF 5.1 ) Pub Date : 2017-12-21 , DOI: 10.1016/j.bioorg.2017.12.021
Nader Daneshvar , Farhad Shirini , Mohaddeseh Safarpoor Nikoo Langarudi , Reyhaneh Karimi-Chayjani

Taurine, a β-amino acid that is abundantly available in the tissues of human and animals, is efficiently used as a green bio-organic catalyst in the preparation of some of the biologically active barbituric and thiobarbituric acid derivatives. In the presence of taurine, 5-Arylidene (thio) barbituric acid derivatives were prepared via Knovenagel reaction between aldehydes and (thio)barbituric acid. Using this reagent also pyrano[2,3-d]pyrimidinone(thione) derivatives were synthesized through a three-component reaction between aldehydes, (thio)barbituric and malononitrile. Both reactions are performed in water with good to excellent yields during acceptable reaction times. No organic solvent was used during reaction or separation steps and no extra-purification was exerted. Meanwhile, reusability of taurine was easy and noticeably high.



中文翻译:

牛磺酸作为绿色生物有机催化剂,用于在水介质中制备生物活性的巴比妥酸和硫代巴比妥酸衍生物

牛磺酸是一种在人和动物组织中大量可用的β-氨基酸,在制备某些具有生物活性的巴比妥酸和硫代巴比妥酸衍生物时,可以有效地用作绿色生物有机催化剂。在牛磺酸存在下,通过醛与(硫代)巴比妥酸之间的Knovenagel反应制备5-亚芳基(硫代)巴比妥酸衍生物。也使用该试剂吡喃并[2,3- d通过嘧啶,(硫代)巴比妥酸和丙二腈之间的三组分反应合成了]嘧啶酮(硫酮)衍生物。在可接受的反应时间内,两个反应均在水中以良好至极好的收率进行。在反应或分离步骤中不使用有机溶剂,也没有进行额外的纯化。同时,牛磺酸的可重复使用性很容易,而且明显很高。

更新日期:2017-12-21
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