Synthesis of alkyl- and phenyl-substituted 4-aminomethyl-2-buten-4-olides

Autor: Kukharev, A. S., Tishchenko, I. G., Tyvorskii, V. I.
Zdroj: Chemistry of Heterocyclic Compounds; October 1987, Vol. 23 Issue: 10 p1049-1055, 7p
Abstrakt: 4-Aminomethyl-2-buten-4-olides, 5-hydroxy-5,6-dihydro-2-pyridone, and isomeric 8,9-dihydro-4-cyano-2-oxofuro[2,3-c]piperidines were obtained by the base-catalyzed cyclization of 5-amino-4-hydroxy-4-alkyl-2-pentenoic acid esters. 5-Di-methylamino-3-methyl-4-oxovaleric acid ester and 4-dimethylamino-2-buten-4-olide, respectively, were isolated by isomerization of 5-dimethylamino-3-methyl-4-hydroxy-2-pentenoic acid ester and 4-dimethylamino-2-penten-5-olide in the presence of sodium isopropoxide.
Databáze: Supplemental Index