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Reaction of Isocyanides, Dialkyl Acetylenedicarboxylates, and α-Keto Lactones: Unexpected Participation of an Ester Carbonyl Group in the Isocyanide-Based Three-Component Reaction
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2009
Year
Benzofuran-2,3-dione DerivativesEnantioselective SynthesisDerivativesHeterocyclicBiochemistryIsocyanide-based Multicomponent ReactionNatural SciencesDiversity-oriented Synthesisα-Keto LactonesOrganic ChemistryChemistryHeterocycle ChemistryEster Carbonyl GroupSynthetic ChemistryIsocyanide-based Three-component Reaction
The reaction of benzofuran-2,3-dione derivatives with dialkyl acetylenedicarboxylates and alkyl isocyanides results in a three-component addition reaction in which the ester carbonyl group is incorporated into a two-atom assembling unit to give highly functionalized γ-spiroiminolactones in good yield. This reaction provides the first example of an ester carbonyl group participating in an isocyanide-based multicomponent reaction.