STUDIES ON FUSED PYRIMIDINE-DERIVATIVES .12. REACTION OF 6-(ALK-2-ENYLAMINO)-5-FORMYL-1,3-DIMETHYLPYRIMIDINE-2,4(1H,3H)-DIONES WITH ALPHA-AMINO-ACID DERIVATIVES

被引:21
|
作者
INAZUMI, T
YAMADA, K
KUROKI, Y
KAKEHI, A
NOGUCHI, M
机构
[1] SHINSHU UNIV,FAC ENGN,DEPT CHEM & MAT ENGN,NAGANO 380,JAPAN
[2] YAMAGUCHI UNIV,DEPT APPL CHEM,UBE,YAMAGUCHI 755,JAPAN
关键词
D O I
10.1039/p19940000557
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of 6-(alk-2-enylamino)-5-formyl-1,3-dimethylpyrimidine-2.4(1 H,3H)-diones 1 with alpha-amino acid derivatives are described. The reaction of compounds of 1 with N-substituted amino acid derivatives affords azomethine ylides through well known condensation processes. A similar reaction with N-unsubstituted amino acid derivatives gives pyrimido [4,5-b]azepine derivatives via an intramolecular ene reaction of the imines. obtained from diones 1 and N-unsubstituted amino acid derivatives. The reaction profiles depend upon the N-substituent patterns of the amino acid derivatives utilised.
引用
收藏
页码:557 / 564
页数:8
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