以烷基芳基叔胺和重氮酯为原料的可见光驱动[4 + 1]环化聚合合成功能化吲哚类化合物。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-07-30 DOI:10.1021/acs.orglett.5c02530

Akanksha Babbar, Mohammad Saleem and Dongari Yadagiri*,

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引用次数: 0

摘要

我们报道了通过可见光诱导的SET和HAT介导的烷基芳基叔胺和重氮酯之间的[4 + 1]环策略，通过α-氨基自由基/胺离子合成功能化吲哚类化合物。重氮酯在这一过程中的独特作用是作为胺离子生成SET的氧化剂；它作为HAT试剂/去质子化形成α-氨基自由基/胺离子，是获得功能化吲哚的反应物。机理研究很好地支持了所提出的机制，并且也证明了其综合效用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Convergent Synthesis of Functionalized Indolines from Alkyl Aryl Tertiary Amines and Diazoesters via Visible Light-Driven [4 + 1]-Annulation Approach

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Convergent Synthesis of Functionalized Indolines from Alkyl Aryl Tertiary Amines and Diazoesters via Visible Light-Driven [4 + 1]-Annulation Approach

We report the synthesis of functionalized indolines via α-amino radical/iminium ion through the visible-light-induced SET and HAT mediated [4 + 1]-annulation strategy between alkyl aryl tertiary amines and diazoesters. The unique role of diazoester in this process is as an oxidant for SET generation of aminium ions; it serves as a HAT reagent/deprotonation to form the α-amino radical/iminium ion, and is a reactant to access the functionalized indolines. Mechanistic studies support the proposed mechanism well, and the synthetic utility has also been demonstrated.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.