Electrochemically Driven Carbon–Nitrogen Bond Formation of the Lactams

This electrochemical protocol provides a versatile platform for the synthesis of anabolic β- and γ-lactams under mild, metal-free conditions. It is evident that due to their structural diversity, these lactam motifs are indispensable building blocks in organic synthesis and materials science. The method aligns with green chemistry principles by employing electrons from an electric current as a traceless reductant and utilizing cost-effective graphite electrodes, thereby demonstrating excellent scalability. In contradistinction to conventional noble-metal-catalyzed methodologies, this strategy proffers a more sustainable alternative while concomitantly expanding the scope of accessible lactam derivatives. The synthetic utility of this transformation is further underscored by its successful application in the total synthesis of complex molecules, namely (+)-incargranine A and a 11β-HSD1 inhibitor, highlighting the potential of electrosynthesis in constructing intricate molecular architectures sustainably.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-11-28
DOI
https://doi.org/10.1021/acs.joc.5c02231
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Electrochemically Driven Carbon–Nitrogen Bond Formation of the Lactams

Lin Dong, Yin‐Hui Huang
The Journal of Organic Chemistry
Radical Photochemical Reactions
article

Electrochemically Driven Carbon–Nitrogen Bond Formation of the Lactams

Lin Dong, Yin‐Hui Huang
article en

Abstract

This electrochemical protocol provides a versatile platform for the synthesis of anabolic β- and γ-lactams under mild, metal-free conditions. It is evident that due to their structural diversity, these lactam motifs are indispensable building blocks in organic synthesis and materials science. The method aligns with green chemistry principles by employing electrons from an electric current as a traceless reductant and utilizing cost-effective graphite electrodes, thereby demonstrating excellent scalability. In contradistinction to conventional noble-metal-catalyzed methodologies, this strategy proffers a more sustainable alternative while concomitantly expanding the scope of accessible lactam derivatives. The synthetic utility of this transformation is further underscored by its successful application in the total synthesis of complex molecules, namely (+)-incargranine A and a 11β-HSD1 inhibitor, highlighting the potential of electrosynthesis in constructing intricate molecular architectures sustainably.

The Journal of Organic ChemistryVol. 90(49)
Sichuan University (CN)
Openalex Percentile: Top 72%
Radical Photochemical Reactions
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