Organic Letters · 2013 · 56 citations · 25 references
Functionalized PhenanthrenesNovel OrganocatalystsEnantioselective SynthesisEngineeringAlkene MetathesisOrganic ChemistryOrganometallic CatalysisCatalysisChemistryHeterocycle ChemistryExpedient SynthesisAsymmetric CatalysisSubsequent Double-bond MigrationSelective 6-Exo-dig HydroarylationBiomolecular Engineering
This paper documents the first example of In(III)-catalyzed selective 6-exo-dig hydroarylation of o-propargylbiaryls and their subsequent double-bond migration to obtain functionalized phenanthrenes. Electron-rich biaryl substrates undergo hydroarylation more effectively, and the substrates with various types of substituents on the alkyne can also be smoothly and selectively converted to phenanthrenes.
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