Recent Advances in Transition Metal Catalyzed Synthesis of C3-Substitution-free 2-Oxindole Derivatives

IF 1.9 4区 化学 Q2 CHEMISTRY, ORGANIC Mini-reviews in Organic Chemistry Pub Date : 2023-08-21 DOI:10.2174/1570193x20666230821102422
Debapratim Das, Partha Pratim Das
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Abstract

Abstract: 2-Oxindole unit is one of the most important scaffolds found in several alkaloids, natural products, antitumor agents, pharmaceutically important compounds, etc. Molecules containing the 2-oxindole moiety were first isolated from the cat claw plant, widely distributed in the Amazon jungle. It has now been demonstrated that these molecules are present in a wide range of chemicals derived from plant sources. The capacity of 2-oxindole to be altered by various chemical groups to provide unique biological activities can be attributed to its function as a chemical framework for creating and devel-oping biological medications. Since the development of its first synthetic methodology, several re-search groups have developed protocols for producing 2-oxindole core and its bioactive derivatives. These include the traditional method and the transition/non-transition metal-catalyzed pathway for the synthesis of C3-non-substituted/C3-mono-substituted/C3-di-substituted core. Among those, C3-substitution-free 2-oxindole core synthesis is quite a challenging task, as C3-centre is very reactive. Syntheses of C3-substitution-free 2-oxindole cores have been less explored compared to other substi-tuted 2-oxindole derivatives. In this review article, we have mainly focused on showcasing the transi-tion metal-catalyzed synthetic methodology for the synthesis of 2-oxindoles with no substitution at C3-centre.
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过渡金属催化合成无c3取代2-吲哚衍生物的研究进展
摘要:2-吲哚基是生物碱、天然产物、抗肿瘤药物、重要药用化合物等中最重要的支架结构之一。含有2-吲哚部分的分子最初是从广泛分布于亚马逊丛林的猫爪植物中分离出来的。现在已经证明,这些分子存在于从植物来源提取的各种化学物质中。2-吲哚被各种化学基团改变以提供独特生物活性的能力可归因于其作为创建和开发生物药物的化学框架的功能。自从开发出第一种合成方法以来,几个研究小组已经开发出了生产2-氧吲哚核心及其生物活性衍生物的方案。包括合成c3 -非取代/ c3 -单取代/ c3 -双取代核心的传统方法和过渡/非过渡金属催化途径。其中,无c3取代的2-氧吲哚中心的合成是一个非常具有挑战性的任务,因为c3中心的反应性很强。与其他取代的2-氧吲哚衍生物相比,对无c3取代的2-氧吲哚核心的合成研究较少。在这篇综述文章中,我们主要展示了过渡金属催化合成在c3中心没有取代的2-氧吲哚的方法。
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Mini-reviews in Organic Chemistry
Mini-reviews in Organic Chemistry 化学-有机化学
CiteScore
4.50
自引率
4.30%
发文量
116
审稿时长
>12 weeks
期刊介绍: Mini-Reviews in Organic Chemistry is a peer reviewed journal which publishes original reviews on all areas of organic chemistry including organic synthesis, bioorganic and medicinal chemistry, natural product chemistry, molecular recognition, and physical organic chemistry. The emphasis will be on publishing quality papers very rapidly, without any charges. The journal encourages submission of reviews on emerging fields of organic chemistry including: Bioorganic Chemistry Carbohydrate Chemistry Chemical Biology Chemical Process Research Computational Organic Chemistry Development of Synthetic Methodologies Functional Organic Materials Heterocyclic Chemistry Macromolecular Chemistry Natural Products Isolation And Synthesis New Synthetic Methodology Organic Reactions Organocatalysis Organometallic Chemistry Theoretical Organic Chemistry Polymer Chemistry Stereochemistry Structural Investigations Supramolecular Chemistry
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