利用系链可调双离子自由基进行内酯化/内酰胺化的统一方法

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-12 DOI:10.1021/acs.orglett.5c0018510.1021/acs.orglett.5c00185

Congyin Wei, Denghu Chang, Na Feng, Ziye Zhan and Lei Shi*,

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引用次数: 0

摘要

我们报道使用可见光诱导原位生成系链可调的双离子自由基阴离子用于芳香羧酸和苯酰胺的一般催化内酯化/内酰胺化。它的成功依赖于特定的环二酰基过氧化物和CsI的催化量，通过亲性调节策略使亲电杂原子中心自由基的生成成为可能。主要特点包括操作简单，良好的官能团耐受性，广泛的底物范围，高化学和区域选择性，克级可扩展性，以及用于合成尿素衍生物和3-正丁苯酞的应用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

A Unified Approach to Lactonization/Lactamization by Leveraging Tether-Tunable Distonic Radical Anions

查看原文本刊更多论文

A Unified Approach to Lactonization/Lactamization by Leveraging Tether-Tunable Distonic Radical Anions

We report using visible-light-induced in situ generation of tether-tunable distonic radical anions for the general catalytic lactonization/lactamization of aromatic carboxylic acids and benzamides. Its success relies on the specific cyclic diacyl peroxide and catalytic amount of CsI, enabling the generation of electrophilic heteroatom-centered radicals via a philicity regulation strategy. Key features include operational simplicity, excellent functional group tolerance, broad substrate scope, high chemo- and regioselectivity, gram-scale scalability, and application to synthesis of urolithin derivatives and 3-n-butylphthalide.

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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.