Visible-Light Induced Etherification of C(sp3)–H Bonds with Phenols

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-03 DOI:10.1021/acs.orglett.5c01018

Qian Jing, Zelin Zhao, Xin Fang, Xin-Hua Lu, David J. Young, Zhi-Gang Ren, Hong-Xi Li

引用次数: 0

Abstract

The visible-light induced cross-dehydrogenative coupling of C(sp³)–H bonds with phenols using BrCCl₃ to give aryl alkyl ethers has been achieved under transition-metal- and photocatalyst-free conditions. This operationally simple and mild protocol has a broad substrate scope, and was applied to the modification of drug molecules and on a gram-scale synthesis. The phenolate ion functions as both a substrate and photosensitizer, and BrCCl₃ serves as the oxidant and hydrogen atom transfer (HAT) agent.

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可见光诱导C(sp3) -H键与酚的醚化反应

在无过渡金属和无光催化剂的条件下，用BrCCl3在可见光下诱导C(sp3) - h键与苯酚发生交叉脱氢偶联，生成芳基烷基醚。该操作简单，温和的方案具有广泛的底物范围，并适用于药物分子的修饰和克级合成。酚酸盐离子作为底物和光敏剂，BrCCl3作为氧化剂和氢原子转移（HAT）剂。

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.