Entry to 2-aminoprolines via electrochemical decarboxylative amidation of <i>N</i> ‑acetylamino malonic acid monoesters

The electrochemical synthesis of 2-aminoprolines based on anodic decarboxylation-intramolecular amidation of readily available <i>N</i>-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 <i>N</i>-sulfonyl, <i>N</i>-benzoyl, and <i>N</i>-Boc-protected 2-aminoproline derivatives.

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Publication Details

Journal
Beilstein Journal of Organic Chemistry
Published
2025-03-19
DOI
https://doi.org/10.3762/bjoc.21.50
Primary Topic
Radical Photochemical Reactions
Type
article
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article

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

Olesja Koleda, Edgars Sūna, Darja Antonenko, Jānis Šadauskis et al.
Beilstein Journal of Organic Chemistry
Radical Photochemical Reactions
article

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

Olesja Koleda, Edgars Sūna, Darja Antonenko, Jānis Šadauskis, Edvards Janis Treijs, Raivis Davis Steberis
article en

Abstract

The electrochemical synthesis of 2-aminoprolines based on anodic decarboxylation-intramolecular amidation of readily available <i>N</i>-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 <i>N</i>-sulfonyl, <i>N</i>-benzoyl, and <i>N</i>-Boc-protected 2-aminoproline derivatives.

Beilstein Journal of Organic ChemistryVol. 21
Latvijas Organiskās Sintēzes Institūts (LV), University of Latvia (LV)
Clean water and sanitation
Openalex Percentile: Top 96%
Radical Photochemical Reactions
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