eAmidation: an electrochemical amidation of aldehydes via the oxidation of N-aryl hydrazones

Luke Chen, James David Francis Thompson*, Craig Jamieson*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

In recent years, the use of electrochemistry has emerged as a powerful yet sustainable means of enabling key transformations. Amidation is one of the most frequently executed transformations in synthetic chemistry, and using an electrochemical approach, the current study has demonstrated the synthesis of amides from aldehydes and amines. Mechanistic work indicates that the reaction proceeds via the oxidation of an intermediate hydrazone to generate an acyl diazene as the acylating species. The protocol developed has enabled the synthesis of a broad range of amides, including access to pharmaceutically relevant products, directly from aldehydes without recourse for hazardous chemical oxidants and activating agents.
Original languageEnglish
Number of pages8
JournalAdvanced Synthesis and Catalysis
Early online date12 Jun 2025
DOIs
Publication statusE-pub ahead of print - 12 Jun 2025

Funding

L.C. is grateful to GSK for a studentship via the GSK/University of Strathclyde Centre for Doctoral Training in Synthetic and Medicinal Chemistry, and the authors are indebted to the EPSRC for funding via Prosperity Partnership EP/S035990/1.

Keywords

  • amides
  • electrochemistry
  • hydrazones
  • indirect electrolysis
  • oxidation
  • eAmidation
  • reaction mechanisms

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