电合成
组合化学
抗生素
化学
电极
电化学
生物化学
物理化学
作者
Tobias Prenzel,Nils Schwarz,Jasmin Hammes,Franziska Krähe,Sarah Pschierer,J. Winter,María de Jesús Gálvez‐Vázquez,Dieter Schollmeyer,Siegfried R. Waldvogel
标识
DOI:10.1021/acs.oprd.4c00337
摘要
1H-1-Hydroxyquinolin-4-ones represent a broad class of biologically active heterocycles having an exocyclic N,O motif. Electrosynthesis offers direct, highly selective, and sustainable access to 1-hydroxyquinol-4-ones by nitro reduction. A versatile synthetic route starting from easily accessible 2-nitrobenzoic acids was established. The broad applicability of this protocol was demonstrated on 26 examples with up to 93% yield, highlighted by the naturally occurring antibiotics Aurachin C and HQNO. The practicability and technical relevance were underlined by multigram scale electrolysis.
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