Direct Synthesis of α-Amino Ketones via Photochemical Nickel-Catalyzed Acyl–Aryl Cross-Coupling

We report a direct method for synthesizing α-amino arylketones via photochemical nickel-catalyzed acyl-aryl cross-coupling of α-amino acid-derived aldehydes with aryl bromides. The reaction proceeds efficiently under mild conditions, particularly with electron-deficient aryl bromides, and provides mechanistic insights into the competition between ketone formation and decarbonylation pathways. The protocol further enables the straightforward preparation of cathinone derivatives, highlighting its synthetic versatility and potential in medicinal and forensic chemistry.

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Publication Details

Journal
ACS Omega
Published
2025-10-28
DOI
https://doi.org/10.1021/acsomega.5c08932
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Direct Synthesis of α-Amino Ketones via Photochemical Nickel-Catalyzed Acyl–Aryl Cross-Coupling

Fernanda G. Finelli, Gustavo Martins, Mariana dos S. Dupim, Thaís Garcia da Silva
ACS Omega
Radical Photochemical Reactions
article

Direct Synthesis of α-Amino Ketones via Photochemical Nickel-Catalyzed Acyl–Aryl Cross-Coupling

Fernanda G. Finelli, Gustavo Martins, Mariana dos S. Dupim, Thaís Garcia da Silva
article en

Abstract

We report a direct method for synthesizing α-amino arylketones via photochemical nickel-catalyzed acyl-aryl cross-coupling of α-amino acid-derived aldehydes with aryl bromides. The reaction proceeds efficiently under mild conditions, particularly with electron-deficient aryl bromides, and provides mechanistic insights into the competition between ketone formation and decarbonylation pathways. The protocol further enables the straightforward preparation of cathinone derivatives, highlighting its synthetic versatility and potential in medicinal and forensic chemistry.

ACS OmegaVol. 10(44)
Universidade Federal do Rio de Janeiro (BR)
Openalex Percentile: Top 76%
Radical Photochemical Reactions
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Direct Synthesis of α-Amino Ketones via Photochemical Nickel-Catalyzed Acyl–Aryl Cross-Coupling — Fernanda G. Finelli, Gustavo Martins, et al. · ACS Omega (2025) | TGRS Research Map | TGRS