Elsevier

Tetrahedron Letters

Volume 46, Issue 42, 17 October 2005, Pages 7249-7253
Tetrahedron Letters

Sulfamic acid: an efficient, cost-effective and recyclable solid acid catalyst for the Friedlander quinoline synthesis

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Abstract

o-Aminoaryl ketones undergo smooth condensation with α-methylene ketones in the presence of sulfamic acid (NH2SO3H) (SA) under mild reaction conditions to afford the corresponding polysubstituted quinolines in excellent yields. The catalyst can be recovered by simple filtration and can be recycled in subsequent reactions. The method is simple, cost-effective and environmentally benign.

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Acknowledgements

P.P.R., D.S. and R.S.R. thank CSIR New Delhi for the award of fellowships.

References and notes (15)

  • T.-C. Ko et al.

    Bioorg. Med. Chem. Lett.

    (2001)
    P.L. Ferrarini et al.

    J. Heterocycl. Chem.

    (1997)
    M.P. Maguire et al.

    J. Med. Chem.

    (1994)
  • A.K. Agarwal et al.

    Macromolecules

    (1991)
    X. Zhang et al.

    Macromolecules

    (1999)
    X. Zhang et al.

    Macromolecules

    (2000)
    S.A. Jenekhe et al.

    Macromolecules

    (2001)
  • G. JonesC.S. Cho et al.

    Chem. Commun.

    (2000)
    B. Jiang et al.

    J. Org. Chem.

    (2002)
  • R.D. Larsen et al.

    J. Org. Chem.

    (1996)
    Y.L. Chen et al.

    J. Med. Chem.

    (2001)
    G. Roma et al.

    Eur. J. Med. Chem.

    (2000)
  • B. Kalluraya et al.

    Farmaco

    (1998)
    D. Doube et al.

    Bioorg. Med. Chem. Lett.

    (1998)
  • I. Saito et al.

    Bioorg. Med. Chem.

    (2001)
    C. He et al.

    J. Am. Chem. Soc.

    (2001)
There are more references available in the full text version of this article.

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