Palladium- and copper-catalyzed highly selective mono-coupling between 2,6-diiodoanisoles and terminal alkynes in the production of alkynylated anisoles as potential precursors of benzo[b]furans

The coupling reaction between 2,6-diiodoanisoles and terminal alkynes using Pd(PPh3)2Cl2 and CuI as catalysts and diisopropylamine as base in toluene at room temperature for 12 h produced selectively alkynylated 2-iodoanisoles, in good to excellent yields (52-95%), which are useful building blocks w...

Descripción completa

Detalles Bibliográficos
Autores: Rossini, Allan Felipe da Costa [UNIFESP], Frota, Carlise, Casagrande, Gleison Antonio, Pizzuti, Lucas, Raminelli, Cristiano [UNIFESP]
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2014
País:Brasil
Institución:Universidade Federal de São Paulo (UNIFESP)
Repositorio:Repositório Institucional da UNIFESP
Idioma:inglés
OAI Identifier:oai:repositorio.unifesp.br:11600/8653
Acceso en línea:http://dx.doi.org/10.5935/0103-5053.20140200
http://repositorio.unifesp.br/handle/11600/8653
Access Level:acceso abierto
Palabra clave:Sonogashira reaction
selective mono-coupling
alkynylated anisoles
diiodinated benzo[b]furans
palladium and copper catalysis
Descripción
Sumario:The coupling reaction between 2,6-diiodoanisoles and terminal alkynes using Pd(PPh3)2Cl2 and CuI as catalysts and diisopropylamine as base in toluene at room temperature for 12 h produced selectively alkynylated 2-iodoanisoles, in good to excellent yields (52-95%), which are useful building blocks with potential application in the synthesis of functionalized benzo[b]furans.