Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Silicasulfuric Acid/NaNO2 as a New Reagent for Deprotection of S,S-Acetals under Solvent-free Conditions

  • Hajipour, Abdol R. (Dept. of Pharmacology, University of Wisconsin, Medical School) ;
  • Zarei, Amin (Pharmaceutical Research Laboratory, College of Chemistry, Isfahan University of Technology) ;
  • Khazdooz, Leila (Pharmaceutical Research Laboratory, College of Chemistry, Isfahan University of Technology) ;
  • Pourmousavi, Seied Ali (Pharmaceutical Research Laboratory, College of Chemistry, Isfahan University of Technology) ;
  • Ruoho, Arnold E. (Dept. of Pharmacology, University of Wisconsin, Medical School)
  • Published : 2005.05.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Greene, T. W. Protective Groups in Organic Synthesis; Wiley: New York, 1981
  2. Kunz, H.; Waldmann, H. Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: New York, 1991; Vol. 6, pp 677-681
  3. Corey, E. J.; Seebach, D. J. Org. Chem. 1966, 31, 4097 https://doi.org/10.1021/jo01350a052
  4. Mori, Y.; Kohchi, Y.; Suzuki, M. J. Org. Chem. 1991, 56, 631 https://doi.org/10.1021/jo00002a027
  5. Hajipour, A. R.; Khoee, S.; Ruoho, A. E. Org. Prep. Proced. Int. 2003, 35, 527-581 https://doi.org/10.1080/00304940309355358
  6. Kamal, A.; Reddy, P. S. M. M.; Reddy, R. Tetrahedron Lett. 2003, 44, 2857 https://doi.org/10.1016/S0040-4039(03)00437-4
  7. Hajipour, A. R.; Mirjalili, B. F.; Zarei, A.; Khazdooz, L.; Ruoho, A. E. Tetrahedron Lett. 2004, 45, 6607 https://doi.org/10.1016/j.tetlet.2004.07.023
  8. Zolfigol, M. A. Tetrahedron 2001, 57, 9509 https://doi.org/10.1016/S0040-4020(01)00960-7
  9. Zolfigol, M. A.; Mohammadpoor-Baltork, I.; Mirjalili, B. F.; Bamoniri, A. Synlett 2003, 1877
  10. Mirjalili, B. F.; Zolfigol, M. A.; Zarei, A.; Bamoniri, A.; Zarei, A. Bull. Korean Chem. Soc. 2003, 24, 400 https://doi.org/10.5012/bkcs.2003.24.3.400
  11. Shirini, F.; Zolfigol, M. A.; Mohammadi, K. Bull. Korean Chem. Soc. 2004, 25, 325 https://doi.org/10.5012/bkcs.2004.25.2.325
  12. Pore, M.; Desai, U. D.; Mane, R. B.; Wadgaonkar, P. P. Synth. Common. 2004, 34, 2135 https://doi.org/10.1081/SCC-120038489
  13. Hajipour, A. R.; Islami, F. Ind. J. Chem. 1999, 38B, 461
  14. Hajipour, A. R.; Hantehzadeh, M. J. Org. Chem. 1999, 64, 8475 https://doi.org/10.1021/jo990267k
  15. Hajipour, A. R.; Arbabian, M.; Ruoho, A. E. J. Org. Chem. 2002, 67, 8622 https://doi.org/10.1021/jo0264628
  16. Hajipour, A. R.; Ruoho, A. E. Org. Prep. Proced. Int. 2002, 34, 647 https://doi.org/10.1080/00304940209355787
  17. Hajipour, A. R.; Baltork, I. M.; Nikbaghat, K.; Imanzadeh, Gh. Synth. Commun. 1999, 29, 1697 https://doi.org/10.1080/00397919908086156
  18. Hajipour, A. R.; Mazloumi, G. Synth. Common. 2002, 32, 23 https://doi.org/10.1081/SCC-120001504
  19. Hajipour, A. R.; Ruoho, A. E. J. Chem. Research (S) 2002, 547
  20. Hajipour, A. R.; Adibi, H.; Ruoho, A. E. J. Org. Chem. 2003, 68, 4553 https://doi.org/10.1021/jo034217y
  21. Hajipour, A. R.; Bageri, H.; Ruoho, A. E. Bull. Korean Chem. Soc. 2004, 25, 1238 https://doi.org/10.5012/bkcs.2004.25.8.1238
  22. Hajipour, A. R. Malakutikhah, M. Org. Prep. Proced. Int. 2004, 364, 647
  23. Hajipour, A. R.; Ruoho, A. E. Sul. Lett. 2002, 25, 151 https://doi.org/10.1080/02786110213975
  24. Fuji, K.; Ichikawa, K.; Fujita, E. Tetrahedron Lett. 1978, 19, 3561 https://doi.org/10.1016/S0040-4039(01)94994-9

Cited by

  1. Efficient Method for Iodination of Alcohols using KI/Silica Sulfuric Acid (SSA) vol.36, pp.8, 2006, https://doi.org/10.1080/00397910500503421
  2. Silica Sulfuric Acid as a Reusable Catalyst for Efficient and Simple Silylation of Hydroxyl Groups Using Hexamethyldisilazane (HMDS) vol.182, pp.7, 2007, https://doi.org/10.1080/10426500701289781
  3. Catalytic Synthesis of Pyrano- and Furoquinolines Using Nano Silica Chromic Acid at Room Temperature vol.2013, pp.2090-2018, 2013, https://doi.org/10.1155/2013/693763
  4. -Butyl and Benzyl Acetates vol.48, pp.4, 2016, https://doi.org/10.1080/00304948.2016.1194126
  5. Functionalization of 3-chloroformylcoumarin to coumarin Schiff bases using reusable catalyst: an approach to molecular docking and biological studies vol.5, pp.5, 2018, https://doi.org/10.1098/rsos.172416
  6. Silicasulfuric Acid/NaNO2 as a New Reagent for Deprotection of S,S-Acetals under Solvent-Free Conditions. vol.36, pp.40, 2005, https://doi.org/10.1002/chin.200540070
  7. Comment on paper entitled: “Silica Sulfate as a recyclable and efficient catalyst for Beckmann rearrangement under microwave irradiation” [Journal of Molecular Catalysis A: Chemical 250 (2 vol.256, pp.1, 2005, https://doi.org/10.1016/j.molcata.2006.06.010
  8. Deprotection of dithioacetals with 30% hydrogen peroxide catalyzed by tantalum(V) chloride–sodium iodide or niobium(V) chloride–sodium iodide vol.68, pp.5, 2005, https://doi.org/10.1016/j.tet.2011.12.012
  9. Silica sulfuric acid: a reusable solid catalyst for the synthesis of N-substituted amides via the Ritter reaction vol.3, pp.16, 2005, https://doi.org/10.1039/c3ra23157g
  10. Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions vol.9, pp.None, 2005, https://doi.org/10.3762/bjoc.9.269