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Indium(III) Trifluoromethanesulfonate: An Efficient Reusable Catalyst for the Alkynylation-Cyclization of 2-Aminoaryl Ketones and Synthesis of 2,4-Disubstituted Quinolines
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2008
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EngineeringAlkene MetathesisSimple Alkynylation-cyclization Reaction2,4-Disubstituted QuinolinesGreen ChemistryEfficient Reusable CatalystOrganic Chemistry2-Aminoaryl KetonesMicrowave IrradiationCatalysisChemistryHeterocycle Chemistry2,4-Disubstituted Quinoline DerivativesAsymmetric CatalysisDerivative (Chemistry)Synthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
An environmentally friendly and highly efficient procedure for the preparation of 2,4-disubstituted quinoline derivatives has been developed by a simple alkynylation-cyclization reaction of 2-aminoaryl ketones with phenylacetylenes in the presence of indium(III) trifluoromethanesulfonate In(OTf)3 under microwave irradiation and solvent-free conditions. This catalyst can be recovered after the reaction and reused efficiently in subsequent runs.