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Synthesis of Structurally Diverse Polyfunctional Pyrrolo[1,2‐<i>a</i>]quinolines by Sequential Iron‐Catalyzed Three‐Component Coupling and Gold‐Catalyzed Hydroarylation Reactions
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Citations
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References
2013
Year
Good Fluorescence ActivityGold‐catalyzed Hydroarylation ReactionsChemical EngineeringCross-coupling ReactionDerivativesEngineeringDiversity Oriented SynthesisNatural SciencesDiversity-oriented SynthesisComplex PyrroloSequential ReactionsOrganic ChemistryOrganometallic CatalysisCatalysisChemistryHeterocycle ChemistrySynthetic ChemistryBiomolecular Engineering
Abstract A simple and efficient synthesis of complex pyrrolo[1,2‐ a ]quinoline derivatives was achieved through sequential reactions that involved an iron(III)‐catalyzed synthesis of N ‐(2‐alkynylaryl)pyrroles and a gold(III)‐catalyzed intramolecular hydroarylation reaction. This strategy tolerated a wide range of substrates with a variety of sensitive functional groups and afforded the corresponding pyrrolo[1,2‐ a ]quinoline derivatives in moderate to good yields. The ease of availability of the starting materials and the generality of the reaction sequences make it a highly attractive strategy to synthesize a diverse range of pyrrolo[1,2‐ a ]quinoline derivatives. Moreover, a preliminary photophysical study showed that the resulting molecules exhibit good fluorescence activity.
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