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l-Proline-Catalysed One-Pot aza-Diels–Alder Reaction in Water: Regioselective Synthesis of Spiro(isoxazolo[5,4-b]pyridine-5,5′-pyrimidine) Derivatives
Synlett ( IF 1.7 ) Pub Date : 2018-03-20 , DOI: 10.1055/s-0036-1591949
Yuvaraj Dommaraju 1, 2 , Somadrita Borthakur 1 , Dipak Prajapati 1
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A simple and efficient l -proline-catalysed synthesis of spiro(isoxazolo[5,4- b ]pyridine-5,5′-pyrimidine) derivatives in water has been accomplished through a pseudo five-component one-pot domino aza-Diels–Alder reaction involving 3-amino crotanonitrile, hydroxylamine hydrochloride, aromatic aldehydes and barbituric acids. The main advantages of the present method are mild reaction conditions, modest purification process involving no chromatographic techniques and high yields. The protocol is a good alternative to prepare spiro derivatives with readily available starting materials, which makes the method highly attractive.

中文翻译:

l-脯氨酸催化的水中一锅氮杂-Diels-Alder反应:螺(异恶唑并[5,4-b]吡啶-5,5'-嘧啶)衍生物的区域选择性合成

通过伪五组分一锅多米诺氮杂-Diels-在水中完成了一种简单有效的l-脯氨酸催化合成螺(异恶唑并[5,4-b]吡啶-5,5'-嘧啶)衍生物。 Alder 反应涉及 3-氨基巴比妥腈、羟胺盐酸盐、芳香醛和巴比妥酸。本方法的主要优点是反应条件温和,纯化过程适中,不涉及色谱技术,收率高。该协议是用现成的起始材料制备螺衍生物的一个很好的替代方案,这使得该方法极具吸引力。
更新日期:2018-03-20
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