Indole as a Versatile Building Block in Cycloaddition Reactions: Synthesis of Diverse Heterocyclic Frameworks

IF 8.6 2区化学 Q1 Chemistry

Topics in Current Chemistry Pub Date : 2024-05-17 DOI:10.1007/s41061-024-00463-y

Biswajita Baruah, Choitanya Dev Pegu, Mohit L. Deb

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Abstract

Indole, a ubiquitous and structurally versatile aromatic compound, has emerged as a key player in the synthesis of diverse heterocyclic frameworks via cycloaddition reactions. These reactions are completely atom-economical and, hence, are considered as green reactions. This review article provides a comprehensive overview of the pivotal role played by indole in the construction of complex and biologically relevant heterocyclic compounds. Here we explore the chemistry of indole-based cycloadditions, highlighting their synthetic utility in accessing a wide array of heterocyclic architectures, including cyclohepta[b]indoles, tetrahydrocarbazoles, tetrahydroindolo[3,2-c]quinoline, and indolines, among others. Additionally, we discuss the mechanistic insights that underpin these transformations, emphasizing the strategic importance of indole as a building block. The content of this article will certainly encourage the readers to explore more work in this area.

Graphical abstract

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吲哚作为环化反应中的多功能构件：合成多种杂环框架。

吲哚是一种无处不在、结构多变的芳香族化合物，是通过环加成反应合成各种杂环框架的关键人物。这些反应完全是原子经济的，因此被认为是绿色反应。这篇综述文章全面概述了吲哚在构建复杂且具有生物相关性的杂环化合物中发挥的关键作用。在此，我们探讨了基于吲哚的环加成反应的化学性质，强调了它们在获得各种杂环结构方面的合成用途，包括环庚基[b]吲哚、四氢咔唑、四氢吲哚并[3,2-c]喹啉和吲哚啉等。此外，我们还讨论了支持这些转化的机理见解，强调了吲哚作为构建基块的战略重要性。本文的内容必将鼓励读者探索这一领域的更多工作。

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来源期刊

Topics in Current Chemistry 化学-化学综合

CiteScore

11.70

自引率

1.20%

发文量

审稿时长

6-12 weeks

期刊介绍： Topics in Current Chemistry provides in-depth analyses and forward-thinking perspectives on the latest advancements in chemical research. This renowned journal encompasses various domains within chemical science and their intersections with biology, medicine, physics, and materials science. Each collection within the journal aims to offer a comprehensive understanding, accessible to both academic and industrial readers, of emerging research in an area that captivates a broader scientific community. In essence, Topics in Current Chemistry illuminates cutting-edge chemical research, fosters interdisciplinary collaboration, and facilitates knowledge-sharing among diverse scientific audiences.