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

页码：596 / 601

页数：6

共 48 条

[11] FABER K, 1981, THESIS U GRAZ
[12] HOHENGASSNER P, 1988, THESIS U GRAZ
[13] ON ANTIBIOTICS FROM GLIDING BACTERIA .25. THE CORALLOPYRONINS, NEW INHIBITORS OF BACTERIAL RNA-SYNTHESIS FROM MYXOBACTERIA
IRSCHIK, H
JANSEN, R
HOFLE, G
GERTH, K
REICHENBACH, H
[J]. JOURNAL OF ANTIBIOTICS, 1985, 38 (02) : 145 - 152
[14] STUDIES ON 4-HYDROXY-1-THIA-SYNTHESIS OF 3-ACYL-4-HYDROXY-1-THIACOUMARINS
JAMKHANDI, PS
RAJAGOPAL, S
[J]. MONATSHEFTE FUR CHEMIE, 1968, 99 (04): : 1390 - +
[15] JOBSTL M, 1984, THESIS U GRAZ
[16] QUINOLIZINES AND INDOLIZINES .13. ACYL-2-HYDROXY-4-QUINOLIZINONES
KAPPE, T
LINNAU, Y
[J]. MONATSHEFTE FUR CHEMIE, 1983, 114 (03): : 349 - 358
[17] REACTION OF 1-CARBOXYMETHYLENE-4-HYDROXY-6-METHYL-2-PYRIDONE ESTERS WITH AROMATIC-ALDEHYDES
KHERFI, HN
HAMDI, M
SPEZIALE, V
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (05) : 1401 - 1406
[18] KLOSA J, 1956, Arch Pharm Ber Dtsch Pharm Ges, V289, P104, DOI 10.1002/ardp.19562890209
[19] KLOSA J, 1955, Arch Pharm Ber Dtsch Pharm Ges, V288, P356, DOI 10.1002/ardp.19552880804
[20] KORCHIDZADEH R, 1975, THESIS U GRAZ

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