The Journal of Organic Chemistry · 2004 · 181 citations · 22 references
Terminal AlkynesChemical EngineeringAmine-free Sonogashira ReactionEngineeringCross-coupling ReactionReaction PartnersAryl IodidesOrganic ChemistryTetrabutylammonium AcetateOrganometallic CatalysisCatalysisChemistryNew ProtocolAsymmetric CatalysisEnantioselective Synthesis
Conditions for an efficient ligand-, copper-, and amine-free palladium-catalyzed Sonogashira reaction of aryl iodides and bromides with terminal alkynes have been developed. Critical to the success of this new protocol is the use of tetrabutylammonium acetate as the base. Noteworthy features of this method are room-temperature conditions and the tolerance of a broad range of functional groups in both reaction partners.
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Dmitri Gelman, Stephen L. Buchwald · Angewandte Chemie International Edition · 2003 · 384 citations
New General Protocol, Chemical Engineering, Cross-coupling Reaction +11