SYNTHESES OF 3-ACYL-4-HYDROXY-2(1H)QUINOLONES

被引:49
作者
KAPPE, T
AIGNER, R
HOHENGASSNER, P
STADLBAUER, W
机构
[1] Institute of Organic Chemistry, Karl-Franzens-University, Graz
来源
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG | 1994年 / 336卷 / 07期
关键词
D O I
10.1002/prac.19943360707
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
3-Acyl-4-hydroxy-2(1H)-quinolones 5 are obtained by hydrolytic ring opening and subsequent decarboxylation from the corresponding pyrano[3,2-c]quinolin-2,5(6H)-diones 4, which in turn are easily obtained from 1:2 condensation of anilines 1 with diethyl malonate 2a or 1:1 condensation of diethyl alkyl- or arylmalonates 2b-e with 4-hydroxy-2(1H)-quinolones 3. Nitropyranoquinolinediones 6 furnish after ringopening 3-nitroacetyl-4-hydroxy-2(1H)quinolones 8. Pyranoquinolines 7 and 9 with acetyl- or aminosubstituents are hydrolyzed during basic ringopening to yield 5.
引用
收藏
页码:596 / 601
页数:6
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