AN EFFICIENT METHOD FOR HYDROLYSIS OF N-MONOSUBSTITUTED AMIDES UTILIZATION OF INTRAMOLECULAR N-O ACYL MIGRATION IN HYDROXYPIVALIMIDES

被引：14
|
作者：
TSUNODA, T [1 ]
SASAKI, O [1 ]
TAKEUCHI, O [1 ]
ITO, S [1 ]
机构：
[1] TOKUSHIMA BUNRI UNIV,FAC PHARMACEUT SCI,TOKUSHIMA 770,JAPAN
来源：
TETRAHEDRON | 1991年 / 47卷 / 24期
关键词：
HYDROLYSIS; N-MONOSUBSTITUTED CARBOXAMIDES; N-O ACYL MIGRATION;
D O I：
10.1016/S0040-4020(01)86433-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient and versatile method for the hydrolysis of N-monosubstituted carboxamides has been developed. The method consists of two steps: the conversion to acetoxypivalimides (greater-than-or-equal-to 90% yield) and their mild alkaline hydrolysis (70 approximately 90% yield). No epimerization at the alpha-position of the acyl group took place in the process. The amine part of the original amides can be recovered in good yield.
引用
收藏
页码：3925 / 3934
页数：10
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