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[Et3NH][HSO4]-catalyzed eco-friendly and expeditious synthesis of thiazolidine and oxazolidine derivatives

机译:[Et3NH] [HSO4]催化的噻唑烷和恶唑烷衍生物的生态快速合成

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摘要

The present study reports a facile and green approach for the synthesis of thiazolidine/oxazolidine derivatives 4(a-u) in excellent yields (92-98%) with high purity. The protocol involves a one-pot three-component reaction of substituted 1,3-diketones 1(a-g), cyanates 2(a-c) and ethylchloroacetate (3) in ionic liquid [Et3NH][HSO4] under solvent-free conditions. The notable feature of this pathway is that the ionic liquid possesses both catalytic as well as medium engineering capability in this protocol. Use of [Et3NH][HSO4] as a catalyst and an environmentally benign solvent eliminates the need for a volatile organic solvent and additional catalyst. This ionic liquid is air and water stable and easy to prepare from cheap amine and acid. The present synthetic route is a green protocol offering several advantages, such as excellent yield of products, mild reaction conditions, minimizing chemical waste, shorter reaction time, simple operational procedure, easy preparation of the catalyst and its recyclability up to five cycles without any noticeable loss in catalytic activity. The protocol is applicable to a broad substrate scope. The optimization of conditions carried out in the present study revealed that 20 mol% of ionic liquid catalyst under solvent-free conditions at 120 degrees C are the best reaction parameters for the synthesis of thiazolidine/oxazolidine derivatives in excellent yields.
机译:本研究报告了一种简便而绿色的方法,该方法以优异的收率(92-98%)高纯度合成噻唑烷/恶唑烷衍生物4(a-u)。该方案涉及在无溶剂条件下在离子液体[Et3NH] [HSO4]中一锅三组分取代的1,3-二酮1(a-g),氰酸酯2(a-c)和氯乙酸乙酯(3)的反应。该途径的显着特征是该方案中的离子液体既具有催化能力,又具有中等工程能力。使用[Et 3 NH] [HSO 4]作为催化剂和对环境无害的溶剂消除了对挥发性有机溶剂和附加催化剂的需求。该离子液体对空气和水稳定,易于从廉价的胺和酸制备。当前的合成路线是一种绿色方案,具有几个优点,例如,产品收率高,反应条件温和,化学废物最少,反应时间短,操作程序简单,催化剂的制备容易,并且其可循环利用性高达五个循环而没有任何明显的变化失去催化活性。该协议适用于广泛的基材范围。在本研究中进行的条件优化表明,在120℃无溶剂条件下20 mol%的离子液体催化剂是合成噻唑烷/恶唑烷衍生物的最佳反应参数,产率极高。

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