Interaction of α-bromoacetylphenylacetonitrile with some N- and S-nucleophiles

被引：0
|
作者：
Kovtunenko, V.A. [1 ]
Kupchevskaya, I.P. [1 ]
Kisil, V.M. [1 ]
机构：
[1] Kiev Nat. Univ., Kiev, Ukraine
来源：
Ukrainskij Khimicheskij Zhurnal | 2001年 / 67卷 / 11-12期
关键词：
Alkylation - Amines - Hydrolysis - Infrared spectroscopy - Nitrogen compounds - Nuclear magnetic resonance spectroscopy;
D O I：
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学科分类号：
摘要：
4-Dialkylamino-3-hydroxy-2-phenyl-2-butenonitriles were obtained by interaction of α-bromoacetylphenylacetonitrile with aliphatic (including cyclic) secondary amines. Analogous interaction with dibenzylamine and N-ethylaniline accompanied by the dealkylation leads to 1-benzyl- and 1-phenyl-5-amino-4-phenyl-2,3-dihydro-1H-3-pyrrolones. Depending on the conditions of hydrolysis, butenonitriles were converted into corresponding amides or, as a result of tertiary amino group cleavage, to 1-alkyl-5-amino-4-phenyl-2,3-dihydro-1H-3-pyrrolones. When being alkylated with α-bromoacerylphenylacetonitrile, the thiols afforded the corresponding thioesters.
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页码：36 / 41
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