Combined directed ortho-zincation and palladiumcatalyzed strategies: Synthesis of 4,n-dimethoxysubstituted benzo[b]furans

A new route to regioselectively dialkoxy-functionalized benzo[b]furan derivatives has been developed from 3-halo-2-iodoanisoles bearing an additional methoxy group, which have been accessed through an ortho-zincation/iodination reaction. Two palladiumcatalyzed processes, namely a Sonogashira couplin...

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Detalles Bibliográficos
Autores: Guilarte Moreno, Verónica, Castroviejo Fernández, Mª Pilar, Álvarez Manuel, Estela, Sanz Díez, Roberto
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2011
País:España
Institución:Universidad de Burgos (UBU)
Repositorio:Repositorio Institucional de la Universidad de Burgos (RIUBU)
OAI Identifier:oai:riubu.ubu.es:10259/4242
Acceso en línea:http://hdl.handle.net/10259/4242
Access Level:acceso abierto
Palabra clave:benzo[b]furans
o-zincation
palladium
selectivity
Química orgánica
Chemistry, Organic
Descripción
Sumario:A new route to regioselectively dialkoxy-functionalized benzo[b]furan derivatives has been developed from 3-halo-2-iodoanisoles bearing an additional methoxy group, which have been accessed through an ortho-zincation/iodination reaction. Two palladiumcatalyzed processes, namely a Sonogashira coupling followed by a tandem hydroxylation/cyclization sequence, give rise to new and interesting dimethoxy-substituted benzo[b]furans.