Mes‐Acr + BF 4 − Catalyzed Visible‐Light Aerobic Synthesis of α ‐ketoamides From β ‐Keto Acids and Amines

ABSTRACT A metal‐free and environmentally benign photocatalytic strategy has been developed for the construction of α‐ketoamides from readily accessible β ‐keto acids and amines under visible‐light irradiation. Using the organic photoredox catalyst Mes‐Acr + BF 4 − (9‐mesityl‐10‐methylacridinium tetrafluoroborate), this protocol eliminates the need for hazardous stoichiometric oxidants and iodine‐based reagents. The transformation proceeds through a photoinduced electron‐transfer pathway, generating radical intermediates that undergo oxygen‐dependent oxidation followed by amine incorporation and selective C–C bond cleavage. This cascade sequence furnishes a diverse range of α ‐ketoamide derivatives in moderate to good yields under mild, operationally simple, and scalable conditions. The method offers a sustainable and mechanistically well‐defined approach to valuable 1,2‐dicarbonyl scaffolds relevant to complex‐molecule synthesis and late‐stage functionalization.

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Publication Details

Journal
ChemistrySelect
Published
2026-10-28
DOI
https://doi.org/10.1002/slct.74984
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Mes‐Acr + BF 4 − Catalyzed Visible‐Light Aerobic Synthesis of α ‐ketoamides From β ‐Keto Acids and Amines

Ali Akbari, Zahra Raeisi‐garmeshk
1 links
ChemistrySelect
Radical Photochemical Reactions
article

Mes‐Acr + BF 4 − Catalyzed Visible‐Light Aerobic Synthesis of α ‐ketoamides From β ‐Keto Acids and Amines

Ali Akbari, Zahra Raeisi‐garmeshk
article en

Abstract

ABSTRACT A metal‐free and environmentally benign photocatalytic strategy has been developed for the construction of α‐ketoamides from readily accessible β ‐keto acids and amines under visible‐light irradiation. Using the organic photoredox catalyst Mes‐Acr + BF 4 − (9‐mesityl‐10‐methylacridinium tetrafluoroborate), this protocol eliminates the need for hazardous stoichiometric oxidants and iodine‐based reagents. The transformation proceeds through a photoinduced electron‐transfer pathway, generating radical intermediates that undergo oxygen‐dependent oxidation followed by amine incorporation and selective C–C bond cleavage. This cascade sequence furnishes a diverse range of α ‐ketoamide derivatives in moderate to good yields under mild, operationally simple, and scalable conditions. The method offers a sustainable and mechanistically well‐defined approach to valuable 1,2‐dicarbonyl scaffolds relevant to complex‐molecule synthesis and late‐stage functionalization.

ChemistrySelectVol. 11(41)
University of Jiroft (IR)
University of Jiroft
Openalex Percentile: Top 26%
Radical Photochemical Reactions
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