Palladium-Catalyzed Formal (5 + 2) Annulation between ortho-Alkenylanilides and Allenes

2-Alkenyltriflylanilides react with allenes upon treatment with catalytic amounts of Pd(OAc)2 and Cu(II) to give highly valuable 2,3-dihydro-1H-benzo[b]azepines, in good yields, and with very high regio- and diastereoselectivities. Density functional theory (DFT) calculations suggest that the C–H ac...

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Detalhes bibliográficos
Autores: Cendón Mariño, Borja, Casanova González, Noelia, Comanescu, Cezar, García Fandiño, Rebeca, Seoane Fernández, Andrés, Gulías Costa, Moisés, Mascareñas Cid, José Luis
Formato: artículo
Fecha de publicación:2017
País:España
Recursos:Universidad de Santiago de Compostela (USC)
Repositorio:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
Idioma:inglés
OAI Identifier:oai:minerva.usc.gal:10347/15444
Acesso em linha:http://hdl.handle.net/10347/15444
Access Level:acceso abierto
Palavra-chave:Materias::Investigación::23 Química::2302 Bioquímica
Descrição
Resumo:2-Alkenyltriflylanilides react with allenes upon treatment with catalytic amounts of Pd(OAc)2 and Cu(II) to give highly valuable 2,3-dihydro-1H-benzo[b]azepines, in good yields, and with very high regio- and diastereoselectivities. Density functional theory (DFT) calculations suggest that the C–H activation of the alkenylanilide involves a classical concerted metalation–deprotonation (CMD) mechanism

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