Skip to main content
SpringerLink
Log in

Solvent-free, one-pot synthesis of amidoalkyl naphthols by a copper p-toluenesulfonate catalyzed multicomponent reaction

  • Original Paper
  • Published:
Monatshefte für Chemie - Chemical Monthly Aims and scope Submit manuscript

Abstract

An efficient synthesis of amidoalkyl naphthols using copper p-toluenesulfonate (CPTS) as catalyst for the three-component condensation reaction of 2-naphthol, aldehydes, and amides under thermal, solvent-free conditions is described. This new approach has advantages such as short reaction time, high yield, simple work-up, and reusable catalyst.

Graphical abstract

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

Similar content being viewed by others

References

  1. Shen AY, Tsai CT, Chen CL (1999) Eur J Med Chem 34:877

    Article  CAS  Google Scholar 

  2. Khodaei MM, Khosropour AR, Moghanian H (2006) Synlett 916

  3. Patil SB, Singh PR, Surpur MP, Samant SD (2007) Ultrason Sonochem 14:515

    Article  CAS  Google Scholar 

  4. Ansari SAMK, Sangshetti JN, Kokare ND, Wakte PS, Shinde DB (2010) Indian J Chem Technol 17:71

    CAS  Google Scholar 

  5. Shaterian HR, Yarahmadi H, Ghashang M (2008) Bioorg Med Chem Lett 18:788

    Article  CAS  Google Scholar 

  6. Su WK, Tang WY, Li JJ (2008) J Chem Res 123

  7. Das B, Laxminarayana K, Ravikanth B, Rao BR (2007) J Mol Catal A Chem 261:180

    Article  CAS  Google Scholar 

  8. Nagarapu L, Baseeruddin M, Apuri S, Kantevari S (2007) Catal Commun 8:1729

    Article  CAS  Google Scholar 

  9. Jiang WQ, An LT, Zou JP (2008) Chin J Chem 26:1697

    Article  CAS  Google Scholar 

  10. Kumar A, Rao MS, Ahmad I, Khungar B (2009) Can J Chem 87:714

    Article  CAS  Google Scholar 

  11. Patil SB, Singh PR, Surpur MP, Samant SD (2007) Synth Commun 37:1659

    Article  CAS  Google Scholar 

  12. Kantevari S, Vuppalapati SVN, Nagarapu L (2007) Catal Commun 8:1857

    Article  CAS  Google Scholar 

  13. Sabitha G, Arundhathi K, Sudhakar K, Sastry BS, Yadav JS (2010) J Heterocycl Chem 47:272

    CAS  Google Scholar 

  14. Hamid Reza S, Fahimeh K, Azita A, Majid G (2009) Chin J Chem 27:815

    Article  Google Scholar 

  15. Chavan NL, Naik PN, Nayak SK, Kusurkar RS (2010) Synth Commun 40:2941

    Article  CAS  Google Scholar 

  16. Zhang P, Zhang ZH (2009) Monatsh Chem 140:199

    Article  CAS  Google Scholar 

  17. Khabazzadeh H, Saidi K, Seyedi N (2009) J Chem Sci 121:429

    Article  CAS  Google Scholar 

  18. Gawand P, Deokar H, Langi B, Yadav A, Chaskar A (2009) Synth Commun 39:4171

    Article  CAS  Google Scholar 

  19. Supale AR, Gokavi GS (2010) J Chem Sci 122:189

    Article  CAS  Google Scholar 

  20. Nandi GC, Samai S, Kumar R, Singh MS (2009) Tetrahedron Lett 50:7220

    Article  CAS  Google Scholar 

  21. Wang M, Wang ZC, Sun ZL, Jiang H (2005) Transit Met Chem 30:792

    Article  CAS  Google Scholar 

  22. Wang M, Song ZG, Gong H, Jiang H (2008) Synth Commun 38:961

    Article  CAS  Google Scholar 

  23. Wang M, Song ZG, Jiang H (2009) Org Prep Proced Int 41:315

    Article  CAS  Google Scholar 

  24. Wang M, Song ZG, Gong H, Jiang H (2008) Monatsh Chem 139:601

    Article  CAS  Google Scholar 

  25. Wang M, Song ZG, Gong H, Jiang H (2008) Prep Biochem Biotechnol 38:105

    Article  Google Scholar 

  26. Hajipour AR, Ghayeb Y, Sheikhan N, Ruoho AE (2009) Tetrahedron Lett 50:5649

    Article  CAS  Google Scholar 

  27. Sapkal SB, Shelke KF, Madje BR, Shingate BB, Shingare MS (2009) Bull Korean Chem Soc 30:2887

    Article  CAS  Google Scholar 

Download references

Acknowledgments

We are grateful to the Committee of Science and Technology of Liaoning Province of China for financial support (No. 20091001).

Author information

Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Bohai University, Jinzhou, 121000, China

    Min Wang & Yan Liang

Authors
  1. Min Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yan Liang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Min Wang.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Wang, M., Liang, Y. Solvent-free, one-pot synthesis of amidoalkyl naphthols by a copper p-toluenesulfonate catalyzed multicomponent reaction. Monatsh Chem 142, 153–157 (2011). https://doi.org/10.1007/s00706-010-0429-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-010-0429-7

Keywords

Search

Navigation