Angewandte Chemie International Edition · 2014 · 153 citations · 62 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCatalyst DesignCatalytic MechanismsChemical ReactionsCross-coupling ReactionsHeterocyclic ChemistryHeterocyclic CompoundsAromatization CatalysisCatalyst DevelopmentCatalyst DiscoveryHeterocycle FunctionalizationTandem CatalysisTransition-metal-catalyzed Cross-coupling
A gold(I)-catalyzed cross-coupling of diazo compounds to afford tetrasubstituted alkenes has been developed by taking advantage of a trivial electronic difference between two diazo substrates. A N-heterocyclic-carbene-derived gold complex is the most effective catalyst for this transformation. Based on this new strategy, a gold(I)-initiated benzannulation has been achieved through a tandem reaction involving a diazo cross-coupling, 6π electrocyclization, and oxidative aromatization.
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