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

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

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 c...

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Bibliographic Details
Main Authors: Olesja Koleda, Janis Sadauskis, Darja Antonenko, Edvards Janis Treijs, Raivis Davis Steberis, Edgars Suna
Format: Article
Language:English
Published: Beilstein-Institut 2025-03-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
anodic oxidation
decarboxylation
electrosynthesis
hofer–moest reaction
non-proteinogenic amino acids
Online Access:https://doi.org/10.3762/bjoc.21.50
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Summary: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.
ISSN:1860-5397

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