Efficient synthesis of new 1-alkyl(aryl)-5-(3,3,3-trihalo-2-oxopropylidene)-1H-pyrrol-2(5H)-ones

被引:7
作者
Flores, Alex F. C. [1 ]
Pizzuti, Lucas [2 ]
Piovesan, Luciana A. [3 ]
Flores, Darlene C. [1 ]
Malavolta, Juliana L. [1 ]
Pereira, Claudio M. P. [4 ]
机构
[1] Univ Fed Santa Maria, Dept Quim, NUQUIMHE, BR-97105900 Santa Maria, RS, Brazil
[2] Fundacao Univ Fed Grande Dourados, BR-79804970 Dourados, MS, Brazil
[3] Univ Fed Rio de Janeiro, Fac Farm, Lab Avaliacao & Sintese Subst Bioat, LASSBio, BR-21941590 Rio De Janeiro, Brazil
[4] Univ Fed Pelotas, Inst Quim & Geociencias, BR-96010900 Pelotas, RS, Brazil
关键词
LACTONES;
D O I
10.1016/j.tetlet.2010.07.073
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 1-alkyl(aryl)-5-(3,3,3-trihalo-2-oxopropylidene)-1H-pyrrol-2(5H)-ones 5, 6a-d from 1-alkyl(aryl)-4-bromo-5-(3,3,3-trihalo-2-oxopropylidene)-1H-pyrrolidin-2-ones 3, 4a-d is reported. The 1-alkyl(aryl)-4-bromo-5-(3,3,3-trihalo-2-oxopropylidene)-1H-pyrrolidin-2-ones 3, 4a-d were obtained from regiospecific bromination of 1-alkyl(aryl)-5-(3,3,3-trihalo-2-oxopropylidene)-1H-pyrrolidin-2-ones 1, 2a-d with molecular bromine. The NMR and X-ray diffraction data showed that 1-alkyl(aryl)-5-(3,3,3-trihalo-2-oxopropylidene)-1H-pyrrolidin-2-ones were brominated at 4-position in the pyrrolidin-2-one ring. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4908 / 4910
页数:3
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