REACTIONS OF 3,3,3-TRIFLUOROPYRUVATES WITH AMIDINES - NEW TRIFLUOROMETHYL-SUBSTITUTED HETEROCYCLIC BUILDING-BLOCKS

被引:8
作者
SEWALD, N [1 ]
BURGER, K [1 ]
机构
[1] TECH UNIV MUNICH,INST ORGAN CHEM,LICHTENBERGSTR 4,D-85748 GARCHING,GERMANY
来源
MONATSHEFTE FUR CHEMIE | 1993年 / 124卷 / 8-9期
关键词
3,3,3-TRIFLUOROPYRUVATES; AMIDINES; 4-TRIFLUOROMETHYL-2-IMIDAZOLIN-5-ONES; TRIFLUORO-METHYL SUBSTITUTED PYRIMIDINES;
D O I
10.1007/BF00816413
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
4-Hydroxy-4-trifluoromethyl-2-imidazolin-5-ones are obtained in good yields upon reaction of 3,3,3-trifluoropyruvates with amidines. Subsequent treatment of these heterocycles with thionyl chloride gives 4-chloro-4-trifluoromethyl-2-imidazolin-5-ones which proved to be versatile trifluoromethyl substituted building blocks. Substitution of chloride is feasible with a variety of hetero and carbon nucleophiles. Ring expansion with diazo compounds affords trifluoromethyl substituted pyrimidines.
引用
收藏
页码:899 / 907
页数:9
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