IQUIR 05412
INSTITUTO DE QUIMICA ROSARIO
Unidad Ejecutora - UE
artículos
Título:
Facile and convenient sequential homobimetallic catalytic approach towards beta-methylstyrenes. A one-pot Stille cross-coupling/isomerization strategy
Autor/es:
SEBASTIÁN O. SIMONETTI; ENRIQUE L. LARGHI; TEODORO S. KAUFMAN
Revista:
ORGANIC & BIOMOLECULAR CHEMISTRY
Editorial:
ROYAL SOC CHEMISTRY
Referencias:
Lugar: CAMBRIDGE; Año: 2014 vol. 12 p. 3735 - 3743
ISSN:
1477-0520
Resumen:
An efficient one-pot synthetic approach towards beta-methylstyrenes is reported. The transformation, based on sequential homobimetallic catalysis, involves a Stille cross-coupling reaction between aryl halides with allyltributylstannane, followed by an in situ Palladium-catalyzed conjugative isomerization. The reaction was optimized, and the best results were obtained with 10 mol% Pd(PPh3)2Cl2, 8.0 equiv. LiCl and 0.5 equiv. PPh3 in diglyme, at 130ºC for 12 h. It was demonstrated that the reaction tolerates a wide variety of functional groups.
