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碳水化合物作为多组分反应中的试剂：一锅法合成新型亲水性取代嘧啶稠合杂环化合物库

Carbohydrates as a reagent in multicomponent reactions: one-pot access to a new library of hydrophilic substituted pyrimidine-fused heterocycles.

作者信息

Nourisefat Maryam, Panahi Farhad, Khalafi-Nezhad Ali

机构信息

Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran.

出版信息

Org Biomol Chem. 2014 Dec 14;12(46):9419-26. doi: 10.1039/c4ob01791a. Epub 2014 Oct 15.

DOI:10.1039/c4ob01791a
PMID:25317663
Abstract

In this study a multicomponent reaction involving carbohydrate derivatives as the main component in order to prepare a new library of polyhydroxy compounds incorporating pyrimidine-fused heterocycles (PFHs) is introduced. A set of polyhydroxy functionalized PFHs were synthesized using multicomponent reactions of sugar (glucose, galactose, arabinose and lactose), barbituric acid and amines. Also, the three-component condensation reaction between D-glucosamine, aldehyde, and barbituric acid efficiently provided polyhydroxy substituted PFH derivatives in a one-pot reaction under mild and green conditions. These new one-pot reactions gave a range of polyhydroxy substituted PFHs in good to excellent yield.

摘要

在本研究中，介绍了一种多组分反应，该反应以碳水化合物衍生物为主要成分，用于制备包含嘧啶稠合杂环（PFHs）的新型多羟基化合物库。使用糖（葡萄糖、半乳糖、阿拉伯糖和乳糖）、巴比妥酸和胺的多组分反应合成了一组多羟基官能化的PFHs。此外，D-葡萄糖胺、醛和巴比妥酸之间的三组分缩合反应在温和且绿色的条件下通过一锅法反应有效地提供了多羟基取代的PFH衍生物。这些新型一锅法反应以良好至优异的产率得到了一系列多羟基取代的PFHs。

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