Brønsted acid-catalysed conjugate addition of photochemically generated a-amino radicals to alkenylpyridines

The conjugate addition of a-amino radicals to alkenylpyridines has been accomplished by the synergistic merger of Brønsted acid and visible light photoredox catalysis. Key to reaction development was the protonation of the alkenylpyridines that transiently generated a highly reactive, electrophilic...

Descripción completa

Detalles Bibliográficos
Autores: Hepburn, Hamish B., Melchiorre, Paolo
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2016
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/350684
Acceso en línea:http://hdl.handle.net/2072/350684
https://doi.org/10.1039/c5cc10401g
Access Level:acceso abierto
Palabra clave:54
Descripción
Sumario:The conjugate addition of a-amino radicals to alkenylpyridines has been accomplished by the synergistic merger of Brønsted acid and visible light photoredox catalysis. Key to reaction development was the protonation of the alkenylpyridines that transiently generated a highly reactive, electrophilic pseudo-iminium ion intermediate. Initial investigations using chiral phosphoric acids provide clues on the feasibility of an enantioselective catalytic variant.