Oxidant-Free Amidation of Aldehydes Enabled by Electrophotocatalysis

21 January 2025, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

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 as the sole oxidant and light to generate chlorine radicals for hydrogen atom transfer. 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, excellent 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.

Keywords

electrophotocatalysis
flow chemistry
Amidation
oxidant-free

Supplementary materials

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Supporting Information
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Experimental procedures, setup details, spectroscopic analysis, mechanistic details and optimization tables.
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