叠氮吲哚--从合成到应用：综述

Q3 Chemistry

Chemistry Pub Date : 2024-07-18 DOI:10.3390/chemistry6040034

Takumi Abe

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引用次数: 0

摘要

含氮化合物（有机叠氮化物）具有多种反应活性，是非常方便的变色中间体。吲哚啉衍生物因其富含 sp3 的特性，已被证明在药物发现方面具有重要意义。在这种情况下，对与药用相关的吲哚/吲哚啉进行如此剧烈的叠氮反应，生成富含 sp3 的叠氮吲哚啉，是一件非常有趣的事情。潜在的生物活性，加上富含叠氮分子的 sp3 吲哚啉，使叠氮吲哚啉成为药物和合成化学家们极具吸引力的合成目标。本综述介绍了叠氮吲哚啉的合成和应用方面的最新进展：(1) 碘介导的叠氮反应；(2) 金属催化的叠氮反应；(3) 电化学叠氮反应；(4) 光化学叠氮反应；(5) 结合使用氧化剂和叠氮源的叠氮反应；以及 (6) 亲核叠氮反应。

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Azidoindolines—From Synthesis to Application: A Review

Azide-containing compounds, organic azides, showcases a variety of reactivities, making them highly convenient and chameleonic intermediates. An indoline derivative has been proven to be of great significance in drug discovery due to its sp3-rich property. In this context, it is interesting to perform such vigorous azidation on medicinal-relevant indoles/indolines, resulting in the production of sp3-rich azidoindolines. The potential biological activity, in combination with the sp3-rich indoline bearing the azido moiety, makes azidoindolines an attractive synthetic target for medicinal and synthetic chemists. This review describes recent advances in the synthesis and application of azidoindolines: (1) iodine-mediated azidations, (2) metal-catalyzed azidations, (3) electrochemical azidations, (4) photochemical azidations, (5) azidation using a combination of an oxidant and an azide source, and (6) nucleophilic azidation.

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来源期刊

Chemistry

CiteScore

2.50

自引率

0.00%

发文量

审稿时长

11 weeks

期刊介绍： Chemistry—A European Journal is a truly international journal with top quality contributions (2017 ISI Impact Factor: 5.16). It publishes a wide range of outstanding Reviews, Minireviews, Concepts, Full Papers, and Communications from all areas of chemistry and related fields.