Copper-Catalyzed C–O Bond Formation between Diaryliodonium Salts and Chelating Alcohols

We report a copper-catalyzed C-O bond formation using diaryliodonium salts and chelating alcohols. Our protocol operates efficiently under very mild reaction conditions, such as base-free, room temperature, and short reaction time, and uses only 2 mol % Cu<sub>2</sub>O without any additional ligands. These features represent a significant advancement over previous methods, which typically require strong bases, high temperature, and/or additional ligands. Various diaryliodonium salts react in high yields with a broad range of diols under our developed conditions. Furthermore, other chelating alcohols, such as β-heteroatom-functionalized alcohols, are also effective at room temperature or slightly higher temperature. This method provides a useful tool for the practical synthesis of aryl alkyl ethers.

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Publication Details

Journal
ACS Omega
Published
2025-11-05
DOI
https://doi.org/10.1021/acsomega.5c08197
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Copper-Catalyzed C–O Bond Formation between Diaryliodonium Salts and Chelating Alcohols

Kyungmi Kim, Junghyun Chae
ACS Omega
Catalytic C–H Functionalization Methods
article

Copper-Catalyzed C–O Bond Formation between Diaryliodonium Salts and Chelating Alcohols

Kyungmi Kim, Junghyun Chae
article en

Abstract

We report a copper-catalyzed C-O bond formation using diaryliodonium salts and chelating alcohols. Our protocol operates efficiently under very mild reaction conditions, such as base-free, room temperature, and short reaction time, and uses only 2 mol % Cu<sub>2</sub>O without any additional ligands. These features represent a significant advancement over previous methods, which typically require strong bases, high temperature, and/or additional ligands. Various diaryliodonium salts react in high yields with a broad range of diols under our developed conditions. Furthermore, other chelating alcohols, such as β-heteroatom-functionalized alcohols, are also effective at room temperature or slightly higher temperature. This method provides a useful tool for the practical synthesis of aryl alkyl ethers.

ACS OmegaVol. 10(45)
Sungshin Women's University (KR)
Openalex Percentile: Top 75%
Catalytic C–H Functionalization Methods
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