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Efficient synthesis of new 1-alkyl(aryl)-5-(3,3,3-trihalo-2-oxopropylidene)-1H-pyrrol-2(5H)-ones |
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| Authors: | Alex FC Flores Lucas Pizzuti Darlene C Flores Claudio MP Pereira |
| Institution: | a Universidade Federal de Santa Maria, Departamento de Química, NUQUIMHE, 97105-900 Santa Maria, RS, Brazil b Universidade Federal da Grande Dourados, Rodovia Dourados-Itahum, Km 12, Unidade II, Caixa Postal 533, 79804-970 Dourados, MS, Brazil c Universidade Federal do Rio de Janeiro, Faculdade de Farmácia, Laboratório de Avaliação e Síntese de Substâncias Bioativas, LASSBio, Cidade Universitária, 21941-590 Rio de Janeiro, RJ, Brazil d Universidade Federal de Pelotas, Instituto de Química e Geociências, Campus Universitário, Caixa-Postal 354, 96010-900 Pelotas, RS, Brazil |
| Abstract: | 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. |
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