Skip to main content
SpringerLink
Log in

Magnesium bis(trifluoromethane)sulfonimide: an efficient catalyst for the synthesis of coumarins under solvent-free conditions

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

Abstract

Magnesium bis(trifluoromethane)sulfonimide [Mg(NTf2)2] is an efficient catalyst for the synthesis of coumarins via the Pechmann condensation reaction of phenols and β-ketoesters under solvent-free conditions.

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

Similar content being viewed by others

References

  1. O’Kennedy O, Thornes RD (1997) Coumarins: biology, applications and mode of action. Wiley, Chichester

    Google Scholar 

  2. Zahradnik M (1992) The production and application of fluorescent brightening agents. Wiley, New York

    Google Scholar 

  3. Murray RDH, Mendez J, Brown SA (1982) The natural coumarins: occurrence, chemistry and biochemistry. Wiley, New York

    Google Scholar 

  4. Murray RDH (1955) Nat Prod Rep 477

  5. Von Pechmann H, Duisberg C (1884) Chem Ber 17:929

    Article  Google Scholar 

  6. Johnson JR (1942) Org React 1:210

    Google Scholar 

  7. Brufola G, Fringuelli F, Piermatti O, Pizzo F (1996) Heterocycles 43:1257

    Article  CAS  Google Scholar 

  8. Shirner RL (1942) Org React 1:1

    Google Scholar 

  9. Yavari I, Hekmat-Shoar R, Zonouzi A (1998) Tetrahedron Lett 39:2391

    Article  CAS  Google Scholar 

  10. Sethna SM, Shah NM, Shah RC (1938) J Chem Soc 228

  11. Robertson A, Sandrock WF, Henry CB (1931) J Chem Soc 2426

  12. Woods LL, Sapp J (1962) J Org Chem 27:3703

    Article  CAS  Google Scholar 

  13. Sugino T, Tanaka K (2001) Chem Lett 30:110

    Article  Google Scholar 

  14. Surya KD, Richard AG (2005) Synthesis 1231

  15. Dabiri M, Salehi P, Zolfigol MA, Baghbanzadeh M (2007) Heterocycles 71:677

    Article  CAS  Google Scholar 

  16. Keri RS, Hosamani KM, Seetharama Reddy HR (2009) Catal Lett 131:321

  17. Bahekar SS, Shinde DB (2004) Tetrahedron Lett 45:7999

    Article  CAS  Google Scholar 

  18. Valizadeh H, Shockravi A (2005) Tetrahedron Lett 46:3501

    Article  CAS  Google Scholar 

  19. Bose DS, Rudradas AP, Babu MH (2002) Tetrahedron Lett 43:9195

    Article  Google Scholar 

  20. Prajapati D, Gohain M (2007) Catal Lett 119:59

    Article  CAS  Google Scholar 

  21. Sharma GVM, Janardhan Reddy J, Sree Lakshmi P, Radha Krishna P (2005) Tetrahedron Lett 46:6119

  22. Maheswara M, Siddaiah V, Damu GLV, Rao YK, Rao CV (2006) J Mol Catal A Chem 255:49

    Article  CAS  Google Scholar 

  23. Das B, Venkateswarlu K, Mahender G, Holla H (2004) J Chem Res 836

  24. Reddy YH, Sonar VN, Crooks PA, Dasari PK, Reddy PN, Rajitha B (2008) Synth Commun 38:2082

    Article  CAS  Google Scholar 

  25. Rajabi F, Saidi MR (2005) Synth Commun 35:483

    Article  CAS  Google Scholar 

  26. Dabiri M, Baghbanzadeh M, Kiani S, Vakilzadeh Y (2007) Monatsh Chem 138:997

    Article  CAS  Google Scholar 

  27. Tyagi B, Mishra MK, Jasra RV (2007) J Mol Catal A Chem 276:47

    Article  CAS  Google Scholar 

  28. Hegedus A, Hell Z (2006) Catal Lett 112:105

    Article  Google Scholar 

  29. Reddy BM, Patil MK, Lakshmanan P (2006) J Mol Catal A Chem 256:290

    Article  CAS  Google Scholar 

  30. Gu Y, Zhang J, Duan Z, Deng Y (2005) Adv Synth Catal 347:512

    Article  CAS  Google Scholar 

  31. Potdar MK, Mohile SS, Salunkhe MM (2001) Tetrahedron Lett 42:9285

    Article  CAS  Google Scholar 

  32. Patil SB, Bhat RP, Raje VP, Samant SD (2006) Synth Commun 36:525

    Article  CAS  Google Scholar 

  33. Manhas MS, Ganguly SN, Mukherjee S, Jain AK, Bose AK (2006) Tetrahedron Lett 47:2423

    Article  CAS  Google Scholar 

  34. Chakraborti AK, Shivani (2006) J Org Chem 71:5785

  35. Sweis RF, Schramm MP, Kozmin SA (2004) J Am Chem Soc 126:7442

    Article  CAS  Google Scholar 

  36. Earle MJ, Hakala U, McAuley BJ, Nieuwenhuyzen M, Ramani A, Seddon KR (2004) Chem Commun 1368

  37. Grau F, Heumann A, Dunach E (2008) Angew Chem Int Ed 45:7285

    Article  Google Scholar 

  38. Lalli C, Trabocchi A, Menchi G, Guarna A (2008) Synlett 189

  39. Wang HS, Zhao LF (2005) Chin J Org Chem 25:869

    CAS  Google Scholar 

  40. Wang HS, Zeng JE (2010) Synth Commun 40:378

    Article  CAS  Google Scholar 

  41. Wu L, Yan F, Yang C, Yang L (2010) Chin J Org Chem 30:1764

    CAS  Google Scholar 

Download references

Acknowledgments

We thank the Educational Committee of Shaanxi Province (no. 12JK0615) and Baoji University of Arts and Sciences (no. ZK1053) for financial support.

Author information

Authors and Affiliations

  1. Shaanxi Key Laboratory for Phytochemistry, Department of Chemistry and Chemical Engineering, Baoji University of Arts and Sciences, Baoji, 721013, China

    Hongshe Wang

Authors
  1. Hongshe Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Hongshe Wang.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Wang, H. Magnesium bis(trifluoromethane)sulfonimide: an efficient catalyst for the synthesis of coumarins under solvent-free conditions. Monatsh Chem 144, 411–414 (2013). https://doi.org/10.1007/s00706-012-0823-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-012-0823-4

Keywords

Search

Navigation