Synthesis of pyrido[1,2-a]benzimidazoles by photo-stimulated C–N bond formation via SRN1 reactions

The photo-stimulated cyclization of 2-(2-halophenylamino)pyridines in liquid ammonia afforded pyrido[1,2-a]benzimidazoles via SRN1 mediated C–N bond forming reactions in moderate to excellent yields (58–94%). This general synthetic strategy was also extended to a 2-(2-bromophenylamino)pyrazine to gi...

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Detalhes bibliográficos
Autores: Barolo, Silvia Maricel, Wang, You, Rossi, Roberto Arturo, Cuny, Gregory D.
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2013
País:Argentina
Recursos:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/25432
Acesso em linha:http://hdl.handle.net/11336/25432
Access Level:acceso abierto
Palavra-chave:Photo-Stimulate
Srn1
Heterocycles
Pyrido[1,2-A]Benzimidazoles
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descrição
Resumo:The photo-stimulated cyclization of 2-(2-halophenylamino)pyridines in liquid ammonia afforded pyrido[1,2-a]benzimidazoles via SRN1 mediated C–N bond forming reactions in moderate to excellent yields (58–94%). This general synthetic strategy was also extended to a 2-(2-bromophenylamino)pyrazine to give pyrazino[1,2-a]benzimidazole. Attempts to employ this reaction using N-(2-chlorophenyl)-3-isoquinolinamine, however, resulted in C–C bond formation generating 7H-indolo[2,3-c]isoquinoline.