The Intramolecular Povarov Tool in the Construction of Fused Nitrogen-Containing Heterocycles

IF 7.1 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Topics in Current Chemistry Pub Date : 2023-05-30 DOI:10.1007/s41061-023-00428-7
Carme Masdeu, Jesús M. de los Santos, Francisco Palacios, Concepción Alonso
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引用次数: 1

Abstract

Nitrogen heterocycles are part of the structure of natural products and agents with important biological activity, such as antiviral, antibiotic, and antitumor drugs. For this reason, heterocyclic compounds are one of today’s most desirable synthetic targets and the Povarov reaction is a powerful synthetic tool for the construction of highly functionalized heterocyclic systems. This process involves an aromatic amine, a carbonyl compound, and an olefin or acetylene to give rise to the formation of a nitrogen-containing heterocycle. This review illustrates advances in the synthetic aspects of the intramolecular Povarov reaction for the construction of intricate nitrogen-containing polyheterocyclic compounds. This original review presents research done in this field, with references to important works by internationally relevant research groups on this current topic, covering the literature from 1992 to 2022. The intramolecular Povarov reactions are described here according to the key processes involved, using different combinations of aromatic or heteroaromatic amines, and aliphatic, aromatic, or heteroaromatic aldehydes. Some catalytic reactions promoted by transition metals are detailed, as well as the oxidative Povarov reaction and some asymmetric intramolecular Povarov processes.

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构建含氮杂环的分子内Povarov工具
氮杂环是抗病毒、抗生素、抗肿瘤药物等具有重要生物活性的天然产物和制剂结构的一部分。因此,杂环化合物是当今最理想的合成靶点之一,而Povarov反应是构建高功能化杂环体系的有力合成工具。这一过程涉及芳香胺、羰基化合物和烯烃或乙炔,以形成含氮杂环。本文综述了分子内Povarov反应合成复杂含氮多杂环化合物的研究进展。这篇原创综述介绍了在这一领域所做的研究,并参考了国际相关研究小组在这一当前主题上的重要工作,涵盖了从1992年到2022年的文献。分子内Povarov反应在这里根据所涉及的关键过程进行描述,使用芳香或杂芳香胺以及脂肪、芳香或杂芳香醛的不同组合。详细介绍了过渡金属催化的一些反应,以及氧化波瓦洛夫反应和一些不对称分子内波瓦洛夫过程。
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来源期刊
Topics in Current Chemistry
Topics in Current Chemistry Chemistry-General Chemistry
CiteScore
13.70
自引率
1.20%
发文量
48
期刊介绍: Topics in Current Chemistry is a journal that presents critical reviews of present and future trends in modern chemical research. It covers all areas of chemical science, including interactions with related disciplines like biology, medicine, physics, and materials science. The articles in this journal are organized into thematic collections, offering a comprehensive perspective on emerging research to non-specialist readers in academia or industry. Each review article focuses on one aspect of the topic and provides a critical survey, placing it in the context of the collection. Selected examples highlight significant developments from the past 5 to 10 years. Instead of providing an exhaustive summary or extensive data, the articles concentrate on methodological thinking. This approach allows non-specialist readers to understand the information fully and presents the potential prospects for future developments.
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