# Entry to 2-aminoprolines via electrochemical decarboxylative amidation of N‑acetylamino malonic acid monoesters

**Authors:** Olesja Koleda, Janis Sadauskis, Darja Antonenko, Edvards Janis Treijs, Raivis Davis Steberis, Edgars Suna

PMC · DOI: 10.3762/bjoc.21.50 · Beilstein Journal of Organic Chemistry · 2025-03-19

## TL;DR

This paper presents a new electrochemical method to synthesize 2-aminoprolines from N-acetylamino malonic acid monoesters.

## Contribution

A novel electrochemical approach for the synthesis of protected 2-aminoproline derivatives is introduced.

## Key findings

- Electrochemical decarboxylative amidation was successfully used to produce N-sulfonyl, N-benzoyl, and N-Boc-protected 2-aminoproline derivatives.
- The reaction proceeds efficiently in an undivided cell under constant current in aqueous acetonitrile.
- The method uses readily available N-acetylamino malonic acid monoesters as starting materials.

## Abstract

The electrochemical synthesis of 2-aminoprolines based on anodic decarboxylation–intramolecular amidation of readily available N-acetylamino malonic acid monoesters is reported. The decarboxylative amidation under Hofer–Moest reaction conditions proceeds in an undivided cell under constant current conditions in aqueous acetonitrile and provides access to N-sulfonyl, N-benzoyl, and N-Boc-protected 2-aminoproline derivatives.

## Linked entities

- **Chemicals:** acetonitrile (PubChem CID 6342)

## Full-text entities

- **Chemicals:** 2-aminoproline (-), acetonitrile (MESH:C032159)

## Full text

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## Figures

8 figures with captions in the complete paper: https://tomesphere.com/paper/PMC11931647/full.md

## References

16 references — full list in the complete paper: https://tomesphere.com/paper/PMC11931647/full.md

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Source: https://tomesphere.com/paper/PMC11931647