Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 12, Issue 22, Pages 3735-3743Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob00604f
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Funding
- Argentine National Research Council (CONICET)
- National Agency for the Promotion of Science and Technology (ANPCyT) [PIP 2011-0479, PICT 2011-0399]
- CONICET
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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 and 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)(2)Cl-2, 8.0 equiv. LiCl, and 0.5 equiv. PPh3 in diglyme at 130 degrees C for 12 h. It was demonstrated that the reaction tolerates a wide variety of functional groups.
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