Nickel/Photoredox Dual-Catalyzed, Regioselective 1,2-Carboacylation of Alkenes via Synergistic Alkyl and Benzoyl Radical Coupling

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-02 DOI:10.1021/acs.orglett.5c01230

Xian-Chen He, Jie Gao, Li Yang, Kai Chen, Hua Yang

引用次数: 0

Abstract

A regioselective 1,2-carboacylation protocol of alkenes via nickel/photoredox dual catalysis has been successfully developed under mild conditions. A wide range of alkyl bromides, α-oxocarboxylic acids, and styrenes proved to be compatible under the optimized conditions, affording the corresponding 1,2-carboacylation products in up to 91% yields. Mechanistically, the key to the success of this approach is the temporal orchestration of radical generation: nickel-catalyzed halogen atom transfer (XAT) for alkyl bromides and photoredox-driven decarboxylation for α-oxocarboxylic acids.

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镍/光氧化还原双催化，协同烷基和苯甲酰自由基偶联的区域选择性1,2-碳酰化

在温和条件下，通过镍/光氧化还原双催化成功地建立了一种区域选择性的1,2-碳酰化方案。结果表明，在优化条件下，多种溴化烷基、α-氧羧酸和苯乙烯均可相容，相应的1,2-羧化产物收率高达91%。从机理上讲，这种方法成功的关键是自由基生成的时间安排：镍催化的烷基溴卤素原子转移（XAT）和光氧化还原驱动的α-氧羧酸脱羧。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.