A CONVENIENT SYNTHESIS OF SUBSTITUTED 3-PYRROLIN-2-ONES FROM ALPHA-CETOLS

被引：12

作者：

MELIKIAN, G ^{[1
]}

ROUESSAC, F ^{[1
]}

ALEXANDRE, C ^{[1
]}

机构：

[1] FAC SCI LE MANS,SYNTHESE ORGAN LAB,CNRS,URA 482,AVE O MESSIAEN,BP 535,F-72017 LE MANS,FRANCE

来源：

SYNTHETIC COMMUNICATIONS | 1993年 / 23卷 / 19期

关键词：

D O I：

10.1080/00397919308013792

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

a simple and efficient method for the preparation of the title compounds is described from cyanoacetamides and 3-hydroxy-3-methyl-2-butanone in the presence of sodium ethylate at room temperature. The 3-carboxamido-N-alkyl-4,5,5-trimethyl-5-dihy dro-2H-pyrrol-2-ones lead to unsaturated derivatives by condensation with aldehydes, while hydrogenation give rise to the corresponding pyrrolidin-2-ones.

引用

页码：2631 / 2638

页数：8

共 11 条

[1]

AVETISYAN AA, 1971, ZH ORG KHIM+, V7, P962

[2]

FISCHER R, 1992, GER OFFEN, V4, P339

[3]

FISCHER R, 1992, GER OFFEN, V4, P102

[4] BENZOIN IN HETEROCYCLIC SYNTHESIS - SYNTHESIS AND REACTIONS OF 4-CYANO-2,3-DIPHENYL-2H-PYRROL-5-THIONE [J].

KHALIFA, FA ;

ISMAIL, NA ;

ELGHANDOUR, AHH ;

ZOHDI, HF .

TETRAHEDRON, 1991, 47 (38) :8243-8250

[5] The reaction of iodine with some ketones in the presence of pyridine [J].

King, LC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1944, 66 :894-895

[6]

KING LC, 1944, J AM CHEM SOC, V66, P1616

[7]

MELIKIAN G, IN PRESS CLHEM PAPER

[8]

MELIKIAN G, CHEM PAPERS

[9]

RAO JS, 1976, CHEM REV, V75, P625

[10]

RIO G, 1972, B SOC CHIM FR, P4598

← 1 2 →