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A Synthesis of Functionalized Dihydro-1H-pyrroles from Nef-Isocyanide Adducts and Enamines
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2012
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Enantioselective SynthesisEngineeringOrganic ChemistryChemistryHeterocycle ChemistryAcyl ChloridesPharmacologyAlkyl IsocyanidesSynthetic ChemistryNef-isocyanide AdductsBiomolecular Engineeringα-Ketoimidoyl Chlorides
α-Ketoimidoyl chlorides, obtained from α-addition of acyl chlorides onto alkyl isocyanides, are treated with enamines to afford 5-(alkylimino)-4-hydroxy-4,5-dihydro-1<i>H</i>-pyrrole-2,3,4-tricarboxylates and 2-(alkylimino)-3-hydroxy-2,3-dihydro-1<i>H</i>-pyrrole-3,4-dicarboxylates in good to excellent yields.