European Journal of Organic Chemistry · 2019 · 23 citations · 21 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistryStructure-activity RelationshipsSynthetic Medicinal ChemistryCross-coupling ReactionsDiversity-oriented SynthesisOrganic SynthesisAtom Economy In Coupling ReactionsAtom Economy OptimizationFunctional Group ToleranceFuransHeterocycle FunctionalizationMild Reaction ConditionsPrivileged StructuresTandem Reactions
An efficient method for the synthesis of furo[3,2‐c]coumarins through FeCl 3 or ZnCl 2 ‐mediated multicomponent tandem reactions in the presence of arylglyoxal monohydrates, 4‐hydroxycoumarin, and allyltrimethylsilane in toluene is reported. This reaction involves the formation of two C‐C bonds and one C‐O bond. This process provided the privileged structures of furo[3,2‐c]coumarins in moderate to good yields under mild conditions. Notable features of the procedure such as easily accessible starting materials, good functional group tolerance, and high atom economy have been developed.
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