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Copper-Free Palladium-Catalyzed Sonogashira Coupling−Annulation: Efficient One-Pot Synthesis of Functionalized Pyrano[4,3-<i>b</i>]quinolines from 2-Chloro-3-formylquinolines
56
Citations
39
References
2009
Year
Cross-coupling ReactionEngineeringPd-catalyzed MethodologyAnnulated Products 3Organic ChemistryOrganometallic CatalysisCatalysisStereoselective SynthesisChemistryHeterocycle ChemistryNatural Product SynthesisSynthetic ChemistryReaction TimeEfficient One-pot Synthesis
A convenient, one-pot, copper-free, Pd-catalyzed methodology has been described for the synthesis of 1,3-disubstituted pyrano[4,3-b]quinolines from 2-chloro-3-formylquinolines. Formation of annulated products 3 is attributed to the presence of Pd(OAc)2 and PPh3. Further, PPh3 in the reaction mixture promotes the cyclization by reducing the reaction time and increasing the yield of cyclized product.
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