Angewandte Chemie International Edition · 2007 · 179 citations · 43 references
Natural SciencesChemistryMedicinal ChemistryNatural Product BiosynthesisOrganic ChemistrySynthetic Medicinal ChemistryHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisIndazole SynthesisMulticomponent Heterocycle SynthesisOxazole ChemistryOxazole Synthesis
A simple approach to complexity: The reactivity pattern of α-isocyanoacetates can be tuned by modulating the acidity of the α CH bond(s) against the nucleophilicity of the conjugate base. The unique reactivity of the α-(p-nitrophenyl)-α-isocyanoacetate 1 was exploited in a three-component synthesis of 5-methoxyoxazoles 2 and four-component synthesis of furopyrrolones 3. R1,R2,R3=alkyl, aryl, benzyl; R4=aryl.
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