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Zeolites Promoting Quinoline Synthesis via Friedlander Reaction

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    SYSNO ASEP0437032
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleZeolites Promoting Quinoline Synthesis via Friedlander Reaction
    Author(s) López-Sanz, J. (ES)
    Pérez-Mayoral, E. (ES)
    Vitvarová, Dana (UFCH-W) RID
    Martín-Aranda, R. M. (ES)
    López-Peinado, A. J. (ES)
    Source TitleTopics in Catalysis. - : Springer - ISSN 1022-5528
    Roč. 53, 19-20 (2010), s. 1430-1437
    Number of pages8 s.
    Languageeng - English
    CountryNL - Netherlands
    Keywordsheterogeneous catalysis ; zeolites ; quinolines
    Subject RIVCF - Physical ; Theoretical Chemistry
    R&D ProjectsGD203/08/H032 GA ČR - Czech Science Foundation (CSF)
    CEZAV0Z40400503 - UFCH-W (2005-2011)
    UT WOS000283584800019
    EID SCOPUS78650236897
    DOI10.1007/s11244-010-9603-8
    AnnotationCatalytic performance of zeolites H-BEA, H-MFI, H-FAU and H-MOR, exhibiting textural differences and with different Bronsted and Lewis acid sites concentration, have been studied in the synthesis of quinolines via Friedlander reaction. H-BEA and H-FAU efficiently promoted the condensation of 2-aminoaryl ketones 3 with ethyl acetoacetate (4a) or acetylacetone (4b) under mild reaction conditions, those being the first examples of zeolites as catalysts for this transformation. While H-FAU showed similar catalytic behaviour than that reported for (Al)SBA-15 affording mixtures of quinolines 5 and quinolones 6, H-BEA mainly led to quinolines 5 in almost total selectivity and good yields. However, H-MFI and H-MOR zeolites afforded quinolones 6 as the major reaction product. Methodology reported here was found to be useful for the synthesis of biologically active compounds with excellent yields avoiding unnecessary purifications protocols and tedious work-up procedures.
    WorkplaceJ. Heyrovsky Institute of Physical Chemistry
    ContactMichaela Knapová, michaela.knapova@jh-inst.cas.cz, Tel.: 266 053 196
    Year of Publishing2015
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