Article Sidebar

Download
PDF

Main Article Content

Abstract

An efficient one-pot synthesis of 4-methyl coumarins via Pechmann condensation from phenols with acetoacetic esters using melamine formaldehyde resin (MFR) supported sulfuric acid as recyclable catalyst under microwave-accelerated solvent-free condition has been developed, with a yielding of 85-95 % respectively. Structures of the corresponding products were elucidated by infrared and 1H NMR spectra. This method is simple, requires short reaction times and environmentally benign compared with conventional acid catalyst.

Keywords

4-Methyl coumarins Melamine formaldehyde resin Sulfuric acid Microwave irradiation

Article Details

How to Cite
Lei, Y., Ding, M., & Yao, Q. (2017). An Efficient One-Pot Synthesis of 4-Methyl Coumarins Mediated by melamine formaldehyde resin Supported Sulfuric Acid. Asian Journal of Organic & Medicinal Chemistry, 2(3), 110–113. https://doi.org/10.14233/ajomc.2017.AJOMC-P54
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX

References

  1. Y.K. Tyagi, A. Kumar, H.G. Raj, P. Vohra, G. Gupta, R. Kumari, P. Kumar and R.K. Gupta, Eur. J. Med. Chem., 40, 413 (2005); https://doi.org/10.1016/j.ejmech.2004.09.002.
  2. M.M. Garazd, O.V. Muzychka, A.I. Vovk, I.V. Nagorichna and A.S. Ogorodniichuk, Chem. Nat. Compd., 43, 19 (2007); https://doi.org/10.1007/s10600-007-0055-8.
  3. M. Cacic, M. Trkovnik, F. Cacic and E. Has-Schon, Molecules, 11, 134 (2006); https://doi.org/10.3390/11010134.
  4. E.C. Horning, Organic Synthesis, Vol. III, Wiley, New York (1955).
  5. B. Rajitha, V. Naveen Kumar, P. Someshwar, J.V. Madhav, P. Narsimha Reddy and Y.T. Reddy, ARKIVOC, 23 (2006); https://doi.org/10.3998/ark.5550190.0007.c02.
  6. A.J. Hoefnagel, E.A. Gunnewegh, R.S. Downing and H. van Bekkum, J. Chem. Soc. Chem. Commun., 2, 225 (1995); https://doi.org/10.1039/c39950000225.
  7. Y.L. Gu, J. Zhang, Z.Y. Duan and Y. Deng, Adv. Synth. Catal., 347, 512 (2005); https://doi.org/10.1002/adsc.200404316.
  8. V. Singh, J. Singh, K.P. Kaur, G.L. Kad, J. Chem. Res., 2, 58 (1997); https://doi.org/10.1039/a605672e.
  9. M.S. Manhas, S.N. Ganguly, S. Mukherjee, A.K. Jain and A.K. Bose, Tetrahedron Lett., 47, 2423 (2006); https://doi.org/10.1016/j.tetlet.2006.01.147.
  10. V. Singh, S. Kaur, V. Sapehiyia, J. Singh and G.L. Kad, Catal. Commun., 6, 57 (2005); https://doi.org/10.1016/j.catcom.2004.10.011.
  11. J. Singh, J. Kaur, S. Nayyar and G.L. Kad, J. Chem. Res. (S), 5, 280 (1998); https://doi.org/10.1039/a708103k.
  12. S. Frère, V. Thiery and T. Besson, Tetrahedron Lett., 42, 2791 (2001); https://doi.org/10.1016/S0040-4039(01)00295-7.
  13. Y.J. Lei, S.Y. Liu and H. Li, Asian J. Chem., 18, 10454 (2013).