Reaction between alkyl isocyanides and isopropylidene Meldrum's acid in the presence of bidentate nucleophiles

被引:37
作者
Yavari, Issa [1 ]
Sabbaghan, Maryam [1 ]
Hossaini, Zinatossadat [1 ]
机构
[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
关键词
isocyanide; Meldrum's acid; isopropylidene malonate; bidentate nucleophiles; three-component reactions;
D O I
10.1007/s11030-006-9052-2
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The reaction between alkyl isocyanides and isopropylidene Meldrum's acid in the presence of 1,2-ethanediol leads to N-1-(alkyl)-2-(5,7-dioxo-1,4-dioxepane-6-yl)-2-methylpropanamides. 1,3-Propanediol or 1,4-butanediol produce hydroxyalkyl 1-(tert-butyl)-4,4-dimethyl-2,5-dioxo-3-pyrrolidinecarboxylates. When the reaction was performed in the presence of catechol, bis(2-hydroxyphenyl) 2-[2-(tert-butylamino)-1,1-dimethyl-2-oxoethyl]malonate was obtained. 2-Aminophenols react with alkyl isocyanides in the presence of isopropylidene Meldrum's acid to produce 1-alkyl-N-3-(2-hydroxyaryl)-4,4-dimethyl-2,5-dioxo-3-pyrrolidinecarboxamides in good yields.
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页码:1 / 5
页数:5
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