Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Melamine Trisulfonic Acid as a New, Efficient and Reusable Catalyst for the Chemoselective Oxathioacetalyzation of Aldehydes

  • Shirini, F. (Department of Chemistry, College of Science, University of Guilan) ;
  • Albadi, J. (Department of Chemistry, College of Science, University of Guilan)
  • Received : 2009.10.23
  • Accepted : 2010.03.24
  • Published : 2010.05.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Eliel, E. L.; Morris-Natschko, S. J. Am. Chem. Soc. 1984, 106, 2937. https://doi.org/10.1021/ja00322a033
  2. Frye, S. V.; Eliel, E. L. Tetrahedron Lett. 1985, 26, 3907. https://doi.org/10.1016/S0040-4039(00)98684-2
  3. Ralls, J. W.; Dodson, R. M.; Riegel, B. J. Am. Chem. Soc. 1949, 71, 3320. https://doi.org/10.1021/ja01178a014
  4. Djerassi, C.; Gorman, M. J. Am. Chem. Soc. 1953, 75, 3704. https://doi.org/10.1021/ja01111a029
  5. Karimi, B.; Seradj, H. Synlett 2000, 805.
  6. Mondal, E.; Sahu, P. R.; Khan, A. T. Synlett 2002, 463.
  7. Ravindaranath, T.; Chavan, S. P.; Dantale, S. W. Tetrahedron Lett. 1995, 36, 2285. https://doi.org/10.1016/0040-4039(95)00191-E
  8. Mondal, E.; Sahu, P. R.; Bose, G.; Khan, A. T. Tetrahedron Lett. 2002, 43, 2843. https://doi.org/10.1016/S0040-4039(02)00345-3
  9. Kamal, A.; Chouhan, G.; Ahmed, A. Tetrahedron Lett. 2002, 43, 6947. https://doi.org/10.1016/S0040-4039(02)01610-6
  10. Ranu, B. C.; Das, A. Aus. J. Chem. 2004, 57, 605. https://doi.org/10.1071/CH03318
  11. Khan, A. T.; Sahu, P. R.; Majee, A. J. Mol. Catal. A: Chem. 2005, 226, 207. https://doi.org/10.1016/j.molcata.2004.10.019
  12. Majee, A.; Kundu, S. K.; Islam, S. Synth. Comuun. 2006, 36, 3767. https://doi.org/10.1080/00397910600947783
  13. Aoyama, T.; Takido, T.; Kodomari, M. Synlett 2004, 2307.
  14. Chandrasekhar, S.; Prakash, J. S.; Shyamsunder, T.; Ramachander, T. Synth. Commun. 2005, 35, 3127. https://doi.org/10.1080/00397910500282588
  15. Rana, K. K.; Guin, C.; Jana, S.; Roy, S. C. Tetrahedron Lett. 2003, 44, 8597. https://doi.org/10.1016/j.tetlet.2003.09.146
  16. Shaterian, A. R.; Hosseinian, A.; Ghashang, M. Synth. Commun. 2008, 38, 4097. https://doi.org/10.1080/00397910802272022
  17. Nrivastava, N.; Dasgupta, S. K.; Banik, B. K. Tetrahedron Lett. 2003, 44, 1191. https://doi.org/10.1016/S0040-4039(02)02821-6
  18. Hazarika, P.; Sharma, S. D.; Konwar, D. Catal. Commun. 2008, 9, 2389.
  19. Ballini, R.; Bosica, G.; Maggi, R.; Mazzaczani, A.; Righi, P.; Sartori, G. Synthesis 2001, 1826.
  20. Kanta De, S. Tetrahedron Lett. 2004, 45, 2339. https://doi.org/10.1016/j.tetlet.2004.01.106
  21. Bandgar, B. P.; Bettigeri, S. V. J. Chem. Res. (S) 2004, 389.
  22. Kamble, V. T.; Bandgar, B. P.; Muley, D. B.; Joshi, N. S. J. Mol. Catal. A: Chem. 2007, 268, 70. https://doi.org/10.1016/j.molcata.2006.12.001
  23. Firouzabadi, H.; Iranpoor, N.; Jafari, A. A.; Jafari, M. R. J. Mol. Catal. A: Chem. 2006, 247, 14. https://doi.org/10.1016/j.molcata.2005.10.018
  24. Shirini, F.; Zolfigol, M. A.; Salehi, P.; Abedini, M. Current Org. Chem. 2008, 12, 183. https://doi.org/10.2174/138527208783497475
  25. Shirini, F.; Zolfigol, M. A.; Paktinat, M. Synthesis 2006, 4252.
  26. Shirini, F.; Abedini, M. J. Iran. Chem. Soc. 2008, 5, S87. https://doi.org/10.1007/BF03246494
  27. Shirini, F.; Zolfigol, M. A.; Safari, A. J. Chem. Res. (S) 2006, 154.
  28. Izutsu, K.; Yamamoto, H. Talanta 1998, 47, 1157. https://doi.org/10.1016/S0039-9140(98)00196-9
  29. Liang, X.; Gao, S.; Yang, J.; He, M. Catal. Commun. 2008, 10, 156. https://doi.org/10.1016/j.catcom.2008.08.008

Cited by

  1. Reusable melamine trisulfonic acid-catalyzed three-component synthesis of 7-alkyl-6H,7H-naphtho[1′,2′:5,6]pyrano[3,2-c]chromen-6-ones vol.142, pp.2, 2011, https://doi.org/10.1007/s00706-010-0427-9
  2. Melamine-Trisulfonic-Acid-Catalyzed Trimethylsilylation of Alcohols and Phenols vol.186, pp.10, 2011, https://doi.org/10.1080/10426507.2010.544272
  3. ]pyridine-4,3′-indoline] Derivatives Catalyzed by Melamine Trisulfonic Acid vol.59, pp.12, 2012, https://doi.org/10.1002/jccs.201200046
  4. -pyrazol-5-ols) vol.60, pp.4, 2013, https://doi.org/10.1002/jccs.201200345
  5. Sulfonic acid-functionalized ordered nanoporous Na+-montmorillonite as an efficient, eco-benign, and water-tolerant nanoreactor for chemoselective oxathioacetalization of aldehydes vol.3, pp.1, 2013, https://doi.org/10.1186/2228-5326-3-3
  6. Melamine trisulfonic acid-catalyzed N-formylation of amines under solvent-free conditions vol.39, pp.6, 2013, https://doi.org/10.1007/s11164-012-0803-7
  7. Nucleophilic Derivatization of Polyethylene Surfaces Treated in Ambient-Pressure N2–H2 DBD Post Discharges vol.34, pp.3, 2014, https://doi.org/10.1007/s11090-013-9498-9
  8. Melamine trisulfonic acid (MTSA): an efficient and recyclable heterogeneous catalyst in green organic synthesis vol.5, pp.110, 2015, https://doi.org/10.1039/C5RA17489A
  9. Melamine Trisulfonic Acid: A New Efficient Catalyst for the Synthesis of Aryldithienylmethanes vol.187, pp.2, 2010, https://doi.org/10.1080/10426507.2011.559496
  10. Multi-component one-pot synthesis of unsymmetrical dihydro-5H-indeno[1,2-b]quinolines as new pH indicators vol.97, pp.1, 2010, https://doi.org/10.1016/j.dyepig.2012.11.002