<i>O</i> ‐ <i>p</i> ‐Methoxyphenyl α‐Hydroxycarboxylic Acids as Versatile Hydroxyalkylation Agents for Photocatalysis

Reliable radical precursors are crucial for photocatalytic processes. In particular, heteroatom-stabilized radicals have attracted considerable research interest in photocatalysis. Among them, α-amino radicals have received the most attention, while the research on α-hydroxy radicals is much less developed. Herein, we present O-PMP α-hydroxycarboxylic acids as novel precursors for the formation of oxygen-stabilized radicals. These radicals have been successfully used as building blocks in Pd-catalyzed allylation reactions, Ni-catalyzed arylation and alkenylation reactions, and Giese reactions. A subsequent deprotection step liberates the corresponding hydroxyalkylation products.

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Publication Details

Journal
Chemistry - A European Journal
Published
2024-10-16
DOI
https://doi.org/10.1002/chem.202403495
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

O ‐ p ‐Methoxyphenyl α‐Hydroxycarboxylic Acids as Versatile Hydroxyalkylation Agents for Photocatalysis

Christoph Nopper, Bernhard Breit, Frank Himmelsbach, Adrian Veith et al.
Chemistry - A European Journal
Radical Photochemical Reactions
article

O ‐ p ‐Methoxyphenyl α‐Hydroxycarboxylic Acids as Versatile Hydroxyalkylation Agents for Photocatalysis

Christoph Nopper, Bernhard Breit, Frank Himmelsbach, Adrian Veith, Luca Söhner
article en

Abstract

Reliable radical precursors are crucial for photocatalytic processes. In particular, heteroatom-stabilized radicals have attracted considerable research interest in photocatalysis. Among them, α-amino radicals have received the most attention, while the research on α-hydroxy radicals is much less developed. Herein, we present O-PMP α-hydroxycarboxylic acids as novel precursors for the formation of oxygen-stabilized radicals. These radicals have been successfully used as building blocks in Pd-catalyzed allylation reactions, Ni-catalyzed arylation and alkenylation reactions, and Giese reactions. A subsequent deprotection step liberates the corresponding hydroxyalkylation products.

Chemistry - A European JournalVol. 31(1)
University of Freiburg (DE)
Deutsche Forschungsgemeinschaft
Clean water and sanitation
Openalex Percentile: Top 87%
Radical Photochemical Reactions
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