Organic Letters · 2008 · 94 citations · 54 references
Natural SciencesChemistryCatalysisElectrochemistryOrganometallic ChemistryCatalyst DesignCatalyst PreparationCatalyst SynthesisCatalytic MechanismsCross-coupling ReactionsSupported CatalystsAdditive EffectsCross CouplingCross-coupling CatalysisCross-electrophile CouplingHiyama CouplingOrganosilicon CouplingPalladium-catalyzed Cross-couplingTransition-metal-catalyzed Cross-coupling
Aryl mesylates are found to be applicable as electrophiles in organosilicon-mediated coupling reactions. The catalyst system comprising 2 mol % of Pd(OAc)(2) and CM-phos supporting ligand is highly effective in catalyzing Hiyama cross-coupling of various aryl and heteroaryl mesylates. Interesting acid additive effects show that the presence of 0.25-0.50 equiv of acetic acid efficiently suppresses the mesylate decomposition and generally promotes the coupling product yields.
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Xiaohua Huang, Kevin W. Anderson, Danilo Zim et al. · Journal of the American Chemical Society · 2003 · 767 citations