Skip to main content
SpringerLink
Log in

Mild preparation of hydroxyl naphthalene-1,4-dione derivatives with nano copper(II) oxide as catalyst under ambient and solvent-free conditions

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

An efficient one-pot quantitative procedure for the preparation of hydroxyl naphthalene-1,4-dione derivatives from three-component condensation reaction of aromatic aldehydes, aromatic amines, and 2-hydroxynaphthalene-1,4-dione in the presence of nano copper(II) oxide as catalyst under mild, ambient and solvent-free conditions is described. Simple procedure, high yields, short reaction time and an environmentally benign method are advantages of these protocols. The copper(II) oxide nanoparticles can be recovered and reused several times without loss of its activity.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Scheme 2
Fig. 1

Similar content being viewed by others

References

  1. C.N.R. Rao, A. Müller, A.K. Cheetham, The chemistry of nanomaterial, vol. 1 (Wiley, Weinheim, 2006)

    Google Scholar 

  2. S.J. Ahmadi, S. Sadjadi, M. Hosseinpour, M. Outokesh, R. Hekmatshoar, Catal. Commun. 10, 1423–1426 (2009)

    Article  CAS  Google Scholar 

  3. M.L. Kantam, S. Laha, J. Yadav, S. Bhargava, Tetrahedron Lett. 49, 3083–3086 (2008)

    Article  CAS  Google Scholar 

  4. P. Saha, T. Ramana, N. Purkait, M.A. Ali, R. Paul, T. Punniyamurthy, J. Org. Chem. 74, 8719–8725 (2009)

    Article  CAS  Google Scholar 

  5. A. Nefzi, J.M. Ostresh, R.A. Houghten, Chem. Rev. 97, 449–472 (1997)

    Article  CAS  Google Scholar 

  6. L.A. Thompson, Curr. Opin. Chem. Biol. 4, 324–337 (2000)

    Article  CAS  Google Scholar 

  7. A. Dömling, Curr. Opin. Chem. Biol. 6, 306–313 (2002)

    Article  Google Scholar 

  8. K. Hunger, Industrial dyes (Wiley, Weinheim, 2003)

    Google Scholar 

  9. A. Dmitry, A. Pavel, Chem. Commun. 12, 1394–1395 (2003)

    Google Scholar 

  10. H. Gold, In the chemistry of synthetic dyes, in Pergamon, ed. by H. Venkataraman (Academic, New York, 1971)

    Google Scholar 

  11. E. Belgodere, R. Bossio, S. Chimichi, V. Passini, R. Pepino, Dyes Pigm. 4, 59–71 (1985)

    Article  Google Scholar 

  12. H.R. Shaterian, M. Arman, F. Rigi, J. Mol. Liq. 158, 145–150 (2011)

    Article  CAS  Google Scholar 

  13. H.R. Shaterian, M. Ranjbar, K. Azizi, J. Mol. Liq. 162, 95–99 (2011)

    Article  CAS  Google Scholar 

  14. H.R. Shaterian, M. Ranjbar, J. Mol. Liq. 160, 40–49 (2011)

    Article  CAS  Google Scholar 

  15. M. Dabiri, Z.N. Tisseh, A. Bazgir, Dyes Pigm. 89, 63–69 (2011)

    Article  CAS  Google Scholar 

Download references

Acknowledgment

We are grateful to the University of Sistan and Baluchestan Research Council for the partial support of this research.

Author information

Authors and Affiliations

  1. Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, PO Box 98135-674, Zahedan, Iran

    Hamid Reza Shaterian & Farzaneh Moradi

Authors
  1. Hamid Reza Shaterian
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Farzaneh Moradi
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Hamid Reza Shaterian.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shaterian, H.R., Moradi, F. Mild preparation of hydroxyl naphthalene-1,4-dione derivatives with nano copper(II) oxide as catalyst under ambient and solvent-free conditions. Res Chem Intermed 41, 291–297 (2015). https://doi.org/10.1007/s11164-013-1191-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-013-1191-3

Keywords

Search

Navigation