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

Abstract A photochemical FeCl 3 ‐catalyzed the C( sp 3 )‐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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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-06-16
DOI
https://doi.org/10.1002/ajoc.202500423
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

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

Xiaoyu Sun, Aziz B. Ibragimov, Honghao Chen, Shuangshuang Yu et al.
Asian Journal of Organic Chemistry
Radical Photochemical Reactions
article

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

Xiaoyu Sun, Aziz B. Ibragimov, Honghao Chen, Shuangshuang Yu, Dongya Fan, Yuehui Li, Yuhao Wang, Siyuan Liu, Jianbin Chen, Yongli Du, Minghui Yu, Zunqi Liu, Li Ma, Yan Tian, Fang-Yang Yao
article en

Abstract

Abstract A photochemical FeCl 3 ‐catalyzed the C( sp 3 )‐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.

Asian Journal of Organic ChemistryVol. 14(8)
Yuncheng University (CN), Academy of Sciences Republic of Uzbekistan (UZ), Qilu University of Technology (CN), Xinjiang Agricultural University (CN), Shanghai Jiao Tong University (CN), Jinan Institute of Quantum Technology (CN), Shandong Academy of Sciences (CN)
Jinan Science and Technology Bureau, National Natural Science Foundation of China
Openalex Percentile: Top 89%
Radical Photochemical Reactions
DOISourceOpenAlex
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