90998-23-5Relevant academic research and scientific papers
PSEUDOESTERS AND DERIVATIVES. XXVIII. THE REACTION OF 5-METHOXY-3-PYRROLIN-2-ONE AND ITS 3-BROMO DERIVATIVE WITH NITROGEN AND SULPHUR NUCLEOPHILES
Jimenez, M. Dolores,Ortega, Raquel,Tito, Amelia,Farina, Francisco
, p. 173 - 184 (2007/10/02)
5-Methoxy-3-pyrrolin-2-one (1) reacts with dimethylamine yielding the corresponding conjugate addition product 3a.By using pyrrolidine, piperidine and diethylamine the addition product 3 is accompanied by the 5-dialkylamino-5-pyrrolin-2-one 4, which in th
PSEUDOESTERS AND DERIVATIVES. XXI. THE REACTION OF 4-BROMO-5-METHOXY-3-PYRROLIN-2-ONE WITH NUCLEOPHILES
Jimenez, M. Angeles,Ortega, M. Carmen,Tito, Amelia,Farina, Francisco
, p. 1179 - 1187 (2007/10/02)
Nucleophilic substitution of the halogen in 4-bromo-5-methoxy-3-pyrrolin-2-one (1) is observed by using dimethylamine, azide, phenylmethanethiolate and 2-propanethiolate ions.The reaction of 1 with methoxide ion affords 5,5-dimethoxy-3-pyrrolin-2-one (2).
PSEUDOESTERS AND DERIVATIVES. XXII. SYNTHESIS OF 5-HYDROXY-3-PYRROLIN-2-ONES AND 5-HYDROXYPYRROLIDIN-2-ONES BY AMMONOLYSIS OF 5-METHOXYFURAN-2(5H)-ONES AND DERIVATIVES
Farina, Francisco,Martin, M. Victoria,Paredes, M. Carmen,Ortega, M. Carmen,Tito, Amelia
, p. 1733 - 1739 (2007/10/02)
The ammonolysis of 4-substituted 5-methoxyfuran-2(5H)-ones 4a-e under mild conditions affords the respective 5-hydroxy-3-pyrrolin-2-ones 5a-e.However, 4-dialkylamino derivatives 4f,g do not react with ammonia under the same conditions.Similar ammonolysis of furanone derivatives 7a,b, 10 and 13 yields the pyrrolidinones 8a,b and hexahydroisoindolones 11, and 14, respectively.The corresponding methoxylactams 6a-e, 9a-b and 12 are readily obtained by refluxing the hydroxylactams 5a-e, 8a,b and 11, respectively with acid-catalyzed methanol.
