Chemical Communications · 2016 · 26 citations · 44 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisRetrosynthetic AnalysisRing-opening PolymerizationCopper-catalyzed CouplingDirect SynthesisFused Heterocycle SynthesisPolycyclic Scaffold DiversificationRadical CyclizationRing-forming Reactions
Copper-catalyzed cascade annulation of γ,δ-unsaturated α-bromocarbonyls with biaryl or (Z)-arylvinylacetylenes is presented, giving an expeditious access to dibenzocycloheptanes and related compounds in moderate to high yields. It provides a novel method for the one-pot synthesis of cycloheptane and cycloheptene-fused polycyclic scaffolds featuring a rare 7-endo-trig radical cyclization.
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