Practical synthesis of unsymmetrical ureas from isopropenyl carbamates

被引:62
|
作者
Gallou, I [1 ]
Eriksson, M [1 ]
Zeng, XZ [1 ]
Senanayake, C [1 ]
Farina, V [1 ]
机构
[1] Boehringer Ingelheim Pharmaceut Inc, Dept Chem Dev, Ridgefield, CT 06877 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 17期
关键词
D O I
10.1021/jo0507643
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A very convenient method for the synthesis of unsymmetrical ureas is described, based on isopropenyl carbamates. The synthetic efficiency of traditional methods for urea formation, such as use of phosgene or alkyl and aryl carbamates, is limited by the formation of symmetrical urea side products or reaction reversibility. Isopropenyl carbamates react with amines cleanly and irreversibly and give unsymmetrical ureas in high yield and purity. This method is ideal for the rapid synthesis of compound libraries.
引用
收藏
页码:6960 / 6963
页数:4
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