Single step synthesis of β- and γ- aryl-substituted ß- and γ-amino acid derivatives by electrochemistry

[Display omitted] Electrochemical transformations are a subject of increasing interest in early drug discovery due to its ability to assemble complex scaffolds under rather mild reaction conditions. In this context, we became interested in electrochemical decarboxylative cross-coupling (DCC) protoco...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2024-03, Vol.100, p.129614-129614, Article 129614
Hauptverfasser: Pavlovic, Barbara, Heubel, Christoph, Kurz, Michael, Oehl, Elisabeth, Waldvogel, Siegfried R., Méndez, Maria, Ruf, Sven
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Sprache:eng
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Zusammenfassung:[Display omitted] Electrochemical transformations are a subject of increasing interest in early drug discovery due to its ability to assemble complex scaffolds under rather mild reaction conditions. In this context, we became interested in electrochemical decarboxylative cross-coupling (DCC) protocols of redox-active esters (RAEs) and halo(hetero)arenes. Starting with the one-step electrochemical synthesis of novel methylamino-substituted heterocycles we recognized the potential of this methodology to deliver a novel approach to β- and γ- amino acids by starting from the corresponding RAEs. Our work finally resulted in the delivery of novel and highly valuable trifunctional building blocks based on ß- and γ-amino-acid scaffolds.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2024.129614