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Synthetic Exploitation of 3-Hydroxy- and 3-Aminoquinoline-2,4(1H,3H)-diones

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F70883521%3A28110%2F05%3A63503709" target="_blank" >RIV/70883521:28110/05:63503709 - isvavai.cz</a>

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthetic Exploitation of 3-Hydroxy- and 3-Aminoquinoline-2,4(1H,3H)-diones

  • Original language description

    3-Substituted 3-hydroxyquinoline-2,4(1H,3H)-diones (1) proved to be rewarding synthons that can be employed for the preparation of several compound types, some of them have not been prepared from other starting materials till now. Thus, procedures for conversion of compounds 1 to (2E)-[3-hydroxy-2-oxo-2,3-dihydroquinolin-4(1H)-ylidene]acetates (2), furo[2,3-c]quinoline-2,4(3aH,5H)-diones (3), furo[3,4-c]quinoline-3,4(1H,5H)-diones (4), 2-substituted 2-hydroxy-1-phenyl-1,2-dihydro-3H-indol-3-ones (5), 1,3-disubstituted 3-hydroxy-1,3-dihydro-2H-indol-2-ones (6) and 2-oxo-2,3-dihydro-1H-indol-3-yl carboxylates (7) in preparative scale were recently demonstrated. In analogy to hydroxy derivatives 1, 3-substituted 3-aminoquinoline-2,4(1H,3H)-diones (8) wereemployed for the preparation of ethyl (2E)-(3-amino-2-oxo-2,3-dihydroquinolin-4(1H)-ylidene)acetates (9) and 3,3a-dihydro-2H-pyrrolo[2,3-c]quinoline-2,4(5H)-dione (10).

  • Czech name

    Syntetické využití 3-hydroxy- a 3-aminochinolin-2,4(1H,3H)-dionů

  • Czech description

    3-Substituované 3-hydroxychinolin-2,4(1H,3H)-diony (1) se osvědčily jako cenné synthony využitelné k přípravě několika typů sloučenin, z nichž některé dosud nebyly připraveny z jiných výchozích látek. V poslední době byly popsány například postupy pro přeměny sloučenin 1 na (2E)-[3-hydroxy-2-oxo-2,3-dihydrochinolin-4(1H)-yliden]acetáty (2), furo[2,3-c]chinolin-2,4(3aH,5H)-diony (3), furo[3,4-c]chinolin-3,4(1H,5H)-diony (4), 2-substituované 2-hydroxy-1-fenyl-1,2-dihydro-3H-indol-3-ony (5), 1,3-disubstituované 3-hydroxy-1,3-dihydro-2H-indol-2-ony (6) a 2-oxo-2,3-dihydro-1H-indol-3-yl carboxyláty (7) v preparativním měřítku. Analogicky jako hydroxyderiváty 1, byly využity 3-substituované 3-aminochinolin-2,4(1H,3H)-diony (8) k přípravě ethyl-(2E)-(3-amino-2-oxo-2,3-dihydrochinolin-4(1H)-yliden)acetátů (9) a 3,3a-dihydro-2H-pyrrolo[2,3-c]chinolin-2,4(5H)-dionů (10).

Classification

  • Type

    D - Article in proceedings

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

  • Continuities

    Z - Vyzkumny zamer (s odkazem do CEZ)

Others

  • Publication year

    2005

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Article name in the collection

    Potáček M., Dostál J. (editoři): 11th Blue Danube Symposium on Heterocyclic Chemistry. Book of Abstracts

  • ISBN

    80-210-3763-6L-

  • ISSN

  • e-ISSN

  • Number of pages

    6

  • Pages from-to

    6

  • Publisher name

    Masarykova univerzita v Brně

  • Place of publication

    Brno

  • Event location

    Brno

  • Event date

    Sep 1, 2005

  • Type of event by nationality

    EUR - Evropská akce

  • UT code for WoS article