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TiO2 Nanoparticles Catalyzed Chemoselective Synthesis of 2-Chloroquinolinyl-4-quinolinones and their Intramolecular Cyclization through Palladium Catalyzed Sonogashira Coupling Reaction

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Abstract

The 2-chloro-3-formyl quinolines 1, were chemoselectivity and effectively converted into their corresponding 2-chloroquinolinyl-4-quinolinones 3 through Knoevenagel condensation/aza-Michael addition utilizing TiO2 nanoparticles. The Sonogashira coupling of 2-chloroquinolinyl moiety of the quinolinone, 3 gave unprecedented cyclised products 1,6-naphthyridines, 5 through cascade reaction in good yields and purity.

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Acknowledgements

The authors wish to express their gratitude to the VIT University Vellore for the support and facilities and SIF-VIT for their support of NMR (DST-FIST Fund).

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Authors and Affiliations

  1. VIT University, Vellore, India

    Y. Suneel Kumar & F. Nawaz Khan

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  1. Y. Suneel Kumar
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  2. F. Nawaz Khan
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Correspondence to F. Nawaz Khan.

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Suneel Kumar, Y., Nawaz Khan, F. TiO2 Nanoparticles Catalyzed Chemoselective Synthesis of 2-Chloroquinolinyl-4-quinolinones and their Intramolecular Cyclization through Palladium Catalyzed Sonogashira Coupling Reaction. Catal Lett 147, 919–925 (2017). https://doi.org/10.1007/s10562-017-1992-x

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  • DOI: https://doi.org/10.1007/s10562-017-1992-x

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