Transformations of 2‐aryl‐4‐(2‐oxopyrrolidinyl‐1)‐1,2,3,4‐tetrahydroquinolines, cycloadducts of the BiCl 3 ‐catalyzed three‐component Povarov reaction: Oxidation and reduction processes towards new potentially bioactive 2‐arylquinoline derivatives

magnified image Synthesis and spectral characterization of new series of 2‐aryl‐4‐(2‐oxopyrrolidinyl‐1)‐1,2,3,4‐tetrahydroquinolines and their aromatic analogs, 2‐arylquinolines are reported. It was found that substituted tetrahydroquinoline precursors are easily prepared using BiCl 3 ‐catalyzed thr...

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Veröffentlicht in:Journal of heterocyclic chemistry 2010-09, Vol.47 (5), p.1148-1152
Hauptverfasser: Kouznetsov, Vladimir V., Meléndez Gómez, Carlos M., Bermúdez Jaimes, John H.
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Meléndez Gómez, Carlos M.
Bermúdez Jaimes, John H.
description magnified image Synthesis and spectral characterization of new series of 2‐aryl‐4‐(2‐oxopyrrolidinyl‐1)‐1,2,3,4‐tetrahydroquinolines and their aromatic analogs, 2‐arylquinolines are reported. It was found that substituted tetrahydroquinoline precursors are easily prepared using BiCl 3 ‐catalyzed three‐component Povarov reaction between 4‐nitrobenzaldehyde or 2‐naphtylcarboxyaldehyde, anilines and N ‐vinylpyrrolidin‐2‐one, and could be transformed via oxidation and reduction processes into potentially bioactive 2‐arylquinoline derivatives, unsubstituted at the C‐4 position. The all set of (tetrahydro)quinolines were characterized by IR, 1 H and 13 C‐NMR spectroscopy. J. Heterocyclic Chem., (2010).
doi_str_mv 10.1002/jhet.441
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title Transformations of 2‐aryl‐4‐(2‐oxopyrrolidinyl‐1)‐1,2,3,4‐tetrahydroquinolines, cycloadducts of the BiCl 3 ‐catalyzed three‐component Povarov reaction: Oxidation and reduction processes towards new potentially bioactive 2‐arylquinoline derivatives
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