Electrochemical NHPI catalyzed addition of a-alkoxy radicals to oxime ethers

In this work, we describe how N-hydroxyphthalimide (NHPI), also under catalytic amounts, promotes hydrogen atom transfer (HAT) from alcohols under electrochemical conditions through the generation of phthalimide-N-oxyl (PINO). In contrast with the well-known electrochemical oxidation to their corres...

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Detalles Bibliográficos
Autores: García Enríquez, Rodrigo, Dato Santiago, Juan Salvador, Rivas Cobollo. Aitot, Alemán Lara, José Julián, Fernández Salas, José Antonio
Tipo de recurso: artículo
Fecha de publicación:2026
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/751500
Acceso en línea:https://hdl.handle.net/10486/751500
https://dx.doi.org/10.1002/adsc.70291
Access Level:acceso abierto
Palabra clave:alkyl radical
electrocatalysis
electrochemistry
green chemistry
hydrogen atom transfer
Química
Descripción
Sumario:In this work, we describe how N-hydroxyphthalimide (NHPI), also under catalytic amounts, promotes hydrogen atom transfer (HAT) from alcohols under electrochemical conditions through the generation of phthalimide-N-oxyl (PINO). In contrast with the well-known electrochemical oxidation to their corresponding aldehydes or ketones, α-alkoxy radicals were successfully coupled with oximes promoting a carbon–carbon bond-forming event. This method allows the α-functionalization of primary and secondary alcohols under simple, straightforward, and mild electrochemical reaction conditions in a single operation even in the presence of catalytic amounts of the HAT catalyst