Organic Letters · 2001 · 214 citations · 20 references
Natural SciencesChemistryCatalysisOrganic ChemistrySolid-state ChemistryCross-coupling ReactionsOrganic SynthesisReaction MechanismsAlkyne Coupling ReactionsC - C Coupling ReactionsCross CouplingCross-coupling CatalysisPalladium-catalyzed Cross-coupling
[figure: see text] The palladium-catalyzed coupling reaction of potassium alkyltrifluoroborates with aryl- or alkenyltriflates proceeds to afford the corresponding arenes or alkenes in high yield. The borates are all solids, stable in air, and thus can be stored on the shelf indefinitely. The cross coupling can be effected using PdCl2(dppf).CH2Cl2 as the catalyst in THF-H2O in the presence of Cs2CO3. A variety of functional groups can be tolerated within the borate and/or the triflate coupling partner.
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Highly Active Palladium Catalysts for Suzuki Coupling Reactions
John P. Wolfe, Robert A. Singer, Bryant H. Yang et al. · Journal of the American Chemical Society · 1999 · 1.1K citations