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A new synthetic approach to functionalize pyrimido[4,5-b]quinoline-2,4(1H,3H)-diones via a three-component one-pot reaction

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Abstract

Functionalized pyrimido[4,5-b]quinoline-2,4 (1H,3H)-diones were synthesized by a three-component one-pot reaction involving barbituric acid, aldehydes, and anilines. The use of commercially available anilines allowed the facile syntheses of pyrimido[4,5-b]quinolinediones substituted in all the positions on the benzene ring with electron donor or electron withdrawing groups. This straightforward method circumvents the preparation of unstable substituted 2-aminobenzaldehydes that limits the scope of previously described syntheses. Furthermore, access to the 5-substituted derivatives is now also possible starting from aliphatic or aromatic aldehydes. Our strategy and methodology offer significant and practical improvements over other methodologies.

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Authors and Affiliations

  1. Laboratoire de Chimie Thérapeutique, UMR CNRS N° 8638, Université Paris Descartes, Faculté des Sciences, Pharmaceutiques et Biologiques, 4 avenue de l’Observatoire, 75270, Paris Cedex 06, France

    Karen Aknin, Stéphanie Desbène-Finck, Philippe Helissey & Sylviane Giorgi-Renault

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  1. Karen Aknin
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  2. Stéphanie Desbène-Finck
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  3. Philippe Helissey
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  4. Sylviane Giorgi-Renault
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Correspondence to Sylviane Giorgi-Renault.

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Aknin, K., Desbène-Finck, S., Helissey, P. et al. A new synthetic approach to functionalize pyrimido[4,5-b]quinoline-2,4(1H,3H)-diones via a three-component one-pot reaction. Mol Divers 14, 123–130 (2010). https://doi.org/10.1007/s11030-009-9154-8

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  • DOI: https://doi.org/10.1007/s11030-009-9154-8

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