Chlorine Radical Mediated Deprotection of Aryl Ethers via Photocatalyzed Ligand-to-Metal Charge Transfer

IF 2.7 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2025-06-16 DOI:10.1002/ajoc.202500423

Honghao Chen, Yuhao Wang, Feixiang Yao, Dongya Fan, Prof. Dr. Jianbin Chen, Shouli Yu, Prof. Dr. Yan Tian, Prof. Dr. Yongli Du, Prof. Dr. Yuehui Li, Minghui Yu, Li Ma, Xiande Sun, Prof. Dr. Zunqi Liu, Prof. Dr. Aziz Bakhtiyarovich Ibragimov, Prof. Dr. Siyuan Liu

引用次数: 0

Abstract

A photochemical FeCl₃-catalyzed the C(sp³)-H activation of aryl ethers was achieved via hydrogen atom abstraction strategy of chlorine radicals. Followed by the tandem hydrolysis, the aryl ethers were converted into the corresponding phenol products (28 examples). Compared with traditional reductive deprotection methods for aryl ethers, such as Pd/C, Mg/alcohol system and so forth, our strategy features mild reaction conditions, atom economy, and wide functional group compatibility. In addition, several control experiments were conducted to investigate the reasonable mechanism.

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氯自由基通过光催化配体-金属电荷转移介导芳基醚脱保护

通过氯自由基的氢原子提取策略，实现了光化学fecl3催化芳基醚的C(sp3)-H活化。然后进行串联水解，将芳醚转化为相应的苯酚产物（28例）。与传统的Pd/C体系、Mg/醇体系等芳醚还原脱保护方法相比，该方法具有反应条件温和、原子经济性好、官能团相容性广等特点。此外，还进行了多项对照实验，探讨其合理机理。

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来源期刊

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.