Visible-Light-Mediated Benzylic Oxidation Using Bromo(diphenyl) methane

Abstract Benzylic C(sp3)–H oxidation is a useful process that can give aryl carbonyl compounds as valuable building blocks. Here, we report a study on the use of bromo(diphenyl)methane as a Br source for a phototriggered benzylic oxidation. The reaction conditions are mild and compatible with a variety of substrates. Mechanistic studies suggest that the reaction might involve a peroxyl radical intermediate formed by a reaction between a benzylic C radical and molecular oxygen.

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Publication Details

Journal
Synlett
Published
2024-12-03
DOI
https://doi.org/10.1055/a-2495-3429
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Visible-Light-Mediated Benzylic Oxidation Using Bromo(diphenyl) methane

Ying‐Yeung Yeung, H. Wong, Ka-Mei Lee, Sze‐Yung Wong et al.
Synlett
Oxidative Organic Chemistry Reactions
article

Visible-Light-Mediated Benzylic Oxidation Using Bromo(diphenyl) methane

Ying‐Yeung Yeung, H. Wong, Ka-Mei Lee, Sze‐Yung Wong, Ying‐Lung Steve Tse, Yung‐Yin Chan
article en

Abstract

Abstract Benzylic C(sp3)–H oxidation is a useful process that can give aryl carbonyl compounds as valuable building blocks. Here, we report a study on the use of bromo(diphenyl)methane as a Br source for a phototriggered benzylic oxidation. The reaction conditions are mild and compatible with a variety of substrates. Mechanistic studies suggest that the reaction might involve a peroxyl radical intermediate formed by a reaction between a benzylic C radical and molecular oxygen.

SynlettVol. 36(08)
Chinese University of Hong Kong (HK)
Croucher Foundation, Innovation and Technology Commission, Chinese University of Hong Kong
Openalex Percentile: Top 84%
Oxidative Organic Chemistry Reactions
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