n -烷氧苯酰亚胺选择性远端1,5- hat催化烯烃三组分光催化双官能化及自由基-极性交叉过程。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-08-04 DOI:10.1021/acs.orglett.5c02827

Tianle Huang, Qing Liu, Yafei Zhu, Zhongzhen Yang, Li Hai* and Yong Wu*,

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引用次数: 0

摘要

通过自由基-极性交叉（RPC）光催化烯烃双官能化已取得了重大进展。n -烷氧基酞酰亚胺（NHPIs）是合成醇的烷氧基前体。我们报道了第一个使用nhpi通过选择性远程1,5氢原子转移（HAT）和RPC实现烯烃三组分双官能化的无金属催化剂。该协议适用于广泛的基材范围，提供中等至良好产量的产品。机理研究（控制反应、自由基/阳离子俘获、斯特恩-沃尔默猝灭和循环伏安法）阐明了反应途径。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Three-Component Photocatalyzed Difunctionalization of Alkenes via Selective Remote 1,5-HAT of N-Alkoxyphthalimides and a Radical-Polar Crossover Process

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Three-Component Photocatalyzed Difunctionalization of Alkenes via Selective Remote 1,5-HAT of N-Alkoxyphthalimides and a Radical-Polar Crossover Process

Photocatalyzed difunctionalization of alkenes via radical-polar crossover (RPC) has been significantly advanced. N-Alkoxyphthalimides (NHPIs) have served as alkoxy radical precursors for alcohol synthesis. We report the first metal catalyst-free, three-component difunctionalization of alkenes employing NHPIs through selective remote 1,5-hydrogen atom transfer (HAT) and RPC. This protocol accommodates a broad substrate scope, affording products in moderate to good yields. Mechanistic studies (control reactions, radical/cation trapping, Stern–Volmer quenching, and cyclic voltammetry) elucidate the reaction pathway.

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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.