Bulletin of the Chemical Society of Japan · 1973 · 33 citations · 5 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisAlkylation ReactionsAmide HydrolysisIsoxazole ChemistryIsoxazole Synthesis
Abstract 3,5-Dimethylisoxazole (1) was alkylated with sodium amide in liquid ammonia to give 3-methyl-5-alkylisoxazoles. By di- and tri-alkylation reactions using excess sodium amide, isoxazoles having secondary and tertiary alkyl groups at 5-position could be obtained. The hydrogenolysis and hydrolysis of these isoxazoles were also studied.
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