Angewandte Chemie International Edition · 2007 · 81 citations · 51 references
Natural SciencesChemistryInorganic ChemistryOrganic ChemistryOrganometallic ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryMetal-ligand BondingCopper-catalyzed CouplingOxidative CatalysisOxidative CouplingOxidative Coupling ReactionsOxidative Cross-couplingPyridine ChemistryPyridine SynthesisTransition-metal-catalyzed Cross-coupling
All crossed: The reaction of unsaturated copper reagents with various alkynyl lithium compounds provides mixed lithium cuprates, which in the presence of chloranil undergo an oxidative coupling, thus leading to polyfunctional alkynes or enynes. Bromoenynes prepared by this method are readily converted into pyridine derivatives by a new ring closure that proceeds at low temperature (see scheme, tol=tolyl).
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