Electrochemical Hofmann Rearrangement to Hydrazides

We present the first electrochemical Hofmann rearrangement for the sustainable and safe synthesis of N , N ‐disubstituted hydrazides from readily available ureas. The process employs a simple undivided‐cell set‐up with LiCl as a low‐cost, environmentally benign supporting electrolyte and operates efficiently at high current density up to 120 mA/cm 2 . This strategy accommodates a broad substrate scope with 36 examples and yields up to 84%. Additionally, the method was found to be both applicable and scalable for pharmaceutically relevant compounds.

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Journal
ChemElectroChem
Published
2026-02-17
DOI
https://doi.org/10.1002/celc.70151
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Electrochemical Hofmann Rearrangement to Hydrazides

Thomas Weyhermüller, Zeyu Feng, Darryl F. Nater, Siegfried R. Waldvogel et al.
ChemElectroChem
Radical Photochemical Reactions
article

Electrochemical Hofmann Rearrangement to Hydrazides

Thomas Weyhermüller, Zeyu Feng, Darryl F. Nater, Siegfried R. Waldvogel, Matthieu Sintes, Tonin Léautier
article en

Abstract

We present the first electrochemical Hofmann rearrangement for the sustainable and safe synthesis of N , N ‐disubstituted hydrazides from readily available ureas. The process employs a simple undivided‐cell set‐up with LiCl as a low‐cost, environmentally benign supporting electrolyte and operates efficiently at high current density up to 120 mA/cm 2 . This strategy accommodates a broad substrate scope with 36 examples and yields up to 84%. Additionally, the method was found to be both applicable and scalable for pharmaceutically relevant compounds.

ChemElectroChemVol. 13(4)
Karlsruhe Institute of Technology (DE), Max Planck Institute for Chemical Energy Conversion (DE)
Responsible consumption and production
Openalex Percentile: Top 39%
Radical Photochemical Reactions
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