Zeolites Promoting Quinoline Synthesis via Friedlander Reaction

0437032 - ÚFCH JH 2015 RIV NL eng J - Článek v odborném periodiku
López-Sanz, J. - Pérez-Mayoral, E. - Vitvarová, Dana - Martín-Aranda, R. M. - López-Peinado, A. J.
Zeolites Promoting Quinoline Synthesis via Friedlander Reaction.
Topics in Catalysis. Roč. 53, 19-20 (2010), s. 1430-1437. ISSN 1022-5528. E-ISSN 1572-9028
Grant CEP: GA ČR GD203/08/H032
Výzkumný záměr: CEZ:AV0Z40400503
Klíčová slova: heterogeneous catalysis * zeolites * quinolines
Kód oboru RIV: CF - Fyzikální chemie a teoretická chemie
Impakt faktor: 2.359, rok: 2010

Catalytic 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.
Trvalý link: http://hdl.handle.net/11104/0240621