Oxidant‐Free Amidation of Aldehydes Enabled by Electrophotocatalysis

Electrophotocatalysis (EPC) is emerging as a powerful tool in organic synthesis, offering unique redox transformations without the need for sacrificial oxidants or reductants. Building on this activation mode, we have developed an electrophotocatalytic method for the direct amidation of aldehydes, utilizing electricity and protons as oxidants and light to generate chlorine radicals for hydrogen atom transfer (HAT). This sustainable approach is compatible with a wide range of aldehydes and nitrogen-based nucleophiles, performing efficiently under batch conditions and demonstrating scalability with flow technology. The mild reaction conditions, adequate functional group tolerance, and versatility make this EPC protocol particularly suitable for C─N bond formation, enabling functionalization of diverse organic compounds and facilitating late-stage modifications in drug development.

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Publication Details

Journal
Chemistry - A European Journal
Published
2025-08-11
DOI
https://doi.org/10.1002/chem.202502237
Citations
3
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
2.81
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article

Oxidant‐Free Amidation of Aldehydes Enabled by Electrophotocatalysis

Joost N. H. Reek, Dimitris I. Ioannou, Elena Bombonato, Timothy Noël et al.
3 citations
Chemistry - A European Journal
Radical Photochemical Reactions
2.81
article

Oxidant‐Free Amidation of Aldehydes Enabled by Electrophotocatalysis

Joost N. H. Reek, Dimitris I. Ioannou, Elena Bombonato, Timothy Noël, Jiri Sanramat
article en
3 citations

Abstract

Electrophotocatalysis (EPC) is emerging as a powerful tool in organic synthesis, offering unique redox transformations without the need for sacrificial oxidants or reductants. Building on this activation mode, we have developed an electrophotocatalytic method for the direct amidation of aldehydes, utilizing electricity and protons as oxidants and light to generate chlorine radicals for hydrogen atom transfer (HAT). This sustainable approach is compatible with a wide range of aldehydes and nitrogen-based nucleophiles, performing efficiently under batch conditions and demonstrating scalability with flow technology. The mild reaction conditions, adequate functional group tolerance, and versatility make this EPC protocol particularly suitable for C─N bond formation, enabling functionalization of diverse organic compounds and facilitating late-stage modifications in drug development.

Chemistry - A European JournalVol. 31(55)
Hovon (NL), Amsterdam University of Applied Sciences (NL), University of Amsterdam (NL), University of Bologna (IT)
Responsible consumption and production
Openalex Percentile: Top 10%
Radical Photochemical Reactions
2.81
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