Organic Letters · 2016 · 90 citations · 61 references
Natural SciencesChemistryCatalysisOrganic ChemistryCatalyst SynthesisCatalytic MechanismsCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryMacrocycle SynthesisCarbazole ChemistryCarbazole SynthesisCarbene IntermediatesHeterocycle Functionalization
An unprecedented gold-catalyzed synthetic method for the direct assembly of aryl-annulated carbazoles from 2-alkynyl arylazides and alkynes is described. The reaction is proposed to proceed via a sequential cyclopropenation and intramolecular metal carbene/arene Friedel-Crafts-type reaction, respectively, mediated by two gold carbene intermediates.
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