A Brief Review on Different Reactions of Rhodanine

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC
Paramita Das, Suman Ray
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引用次数: 0

Abstract

2-Thioxo-4-thiazolidinone which is trivially known as rhodanine is a five-membered heterocycle, containing a sulfur and nitrogen atom at 1 and 3 positions, respectively. It is a very attractive class of compounds, because derivatization of rhodanine yields a number of molecules having multifarious application in medicinal chemistry and biology. There are many molecules derived from rhodanine which are already being used commercially as drug molecules. So owing to the importance of rhodanine in the field of medicinal chemistry and biology, a comprehensive review familiarizing different derivatives of the parent molecule rhodanine and their syntheses is highly warranted. In this review, we have broadly categorized the reactions of rhodanine as; (a) Knoevenagel condensation through the C-5 active methylene group with carbonyl compounds, (b) nucleophilic attack on thioxo group at position 2 of rhodanine by aliphatic amines, (c) thioxo to oxo conversion, and (d) all other reactions. So far, to the best of our knowledge, no such literature which accounts for all the different kinds of reactions of rhodanine is reported. Here, we have not only presented the reactions schemes from various literatures, but we have discussed about the advantages and inadequacies of that particular catalytic processes. Moreover, at the end of this article we have given our own critical analysis on these literature reports, based on our understanding and experience.

Abstract Image

罗丹宁的不同反应综述
2-硫氧-4-噻唑烷酮,俗称罗丹宁,是一个五元杂环,分别在1位和3位含有硫原子和氮原子。这是一类非常有吸引力的化合物,因为罗丹宁的衍生化产生了许多分子,在药物化学和生物学中具有多种应用。从罗丹宁中提取的许多分子已经被商业上用作药物分子。因此,鉴于罗丹宁在药物化学和生物学领域的重要性,对其母体分子罗丹宁的不同衍生物及其合成方法进行综述是非常必要的。在这篇综述中,我们将罗丹宁的反应大致分为;(a)羰基化合物通过c -5活性亚甲基与Knoevenagel缩合,(b)脂肪胺对罗丹宁2位硫氧基的亲核攻击,(c)硫氧转化,(d)所有其他反应。到目前为止,据我们所知,还没有这样的文献报道了罗丹宁的所有不同的反应。在这里,我们不仅介绍了各种文献中的反应方案,而且讨论了特定催化过程的优点和不足。此外,在本文的最后,我们根据自己的理解和经验,对这些文献报道进行了自己的批判性分析。
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来源期刊
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
期刊介绍: The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
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