Visible-Light Photoredox-Catalyzed Carboxylation of Benzylic C(sp3)–O Bonds in Ethers with CO2 DOI
Jingwei Yang,

Chuan‐Kun Ran,

Wenjing Zhu

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: June 5, 2025

Although significant progress has been made in achieving site-selective C-O bond functionalization specific substrates, the selective cleavage and of C(sp3)-O bonds ethers remain a fundamental challenge synthetic chemistry. Herein, we present an efficient carboxylation method via photoredox-catalyzed benzylic with carbon dioxide (CO2). Diverse primary, secondary, tertiary benzyl undergo CO2 to generate valuable aryl acetic acids, including several drug molecules. This photocatalyzed reaction is operationally simple implement versatile for various ethers, exhibiting favorable compatibility diverse functional groups. Mechanistic studies indicate that single electron transfer (SET) reduction might be key generating highly reactive radical anion intermediate, which could another SET process carbanions CO2.

Language: Английский

Visible-Light Photoredox-Catalyzed Carboxylation of Benzylic C(sp3)–O Bonds in Ethers with CO2 DOI
Jingwei Yang,

Chuan‐Kun Ran,

Wenjing Zhu

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: June 5, 2025

Although significant progress has been made in achieving site-selective C-O bond functionalization specific substrates, the selective cleavage and of C(sp3)-O bonds ethers remain a fundamental challenge synthetic chemistry. Herein, we present an efficient carboxylation method via photoredox-catalyzed benzylic with carbon dioxide (CO2). Diverse primary, secondary, tertiary benzyl undergo CO2 to generate valuable aryl acetic acids, including several drug molecules. This photocatalyzed reaction is operationally simple implement versatile for various ethers, exhibiting favorable compatibility diverse functional groups. Mechanistic studies indicate that single electron transfer (SET) reduction might be key generating highly reactive radical anion intermediate, which could another SET process carbanions CO2.

Language: Английский

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