香豆素C-4功能化在可见光介导、lmct使能的烷烃和硅烷的C(sp3)-H键烷基化反应

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-04-10 DOI:10.1021/acs.joc.5c00265

Parashuram Sharma, Tavinder Singh, Nisha Rawat, Anand Singh

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引用次数: 0

摘要

本文描述了一种可见光催化下由烷烃和硅烷分别生成烷基和硅基自由基的方法。使用氯自由基作为氢原子转移剂，烷基和硅基自由基通过添加香豆素被接触和功能化，最终导致氧化还原-中性烷基化/硅基化。该反应在没有外源氧化剂和温和条件下发生，突出了3d金属化合物在通过光化学激发实现具有挑战性的键激活方面的潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Visible-Light-Mediated, LMCT-Enabled C(sp3)-H Bond Alkylation of Alkanes and Silanes via C-4 Functionalization of Coumarins

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Visible-Light-Mediated, LMCT-Enabled C(sp3)-H Bond Alkylation of Alkanes and Silanes via C-4 Functionalization of Coumarins

A visible-light-promoted FeCl₃-catalyzed protocol for the generation of alkyl and silyl radicals from alkanes and silanes, respectively, is described. Employing a chlorine radical as a hydrogen atom transfer agent, alkyl, and silyl radicals were accessed and functionalized by addition to coumarins, ultimately resulting in a redox-neutral alkylation/silylation. The reaction occurs without an exogenous oxidant and under mild conditions, highlighting the potential of 3D-metal compounds in achieving challenging bond activations via photochemical excitation.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.