A green solventless protocol for the synthesis of N-sulfonylimines in the presence of silica sulfuric acid as an efficient, heterogeneous and reusable catalyst

Organic Preparations and Procedures International

Volumn 40, Issue 5, 2008, Pages 457-463

  Zare, Abdolkarim ^a   Hasaninejad, Alireza ^b   Shekouhy, Mohsen ^a,b   Zare, Ahmad Reza Moosavi ^a  

^a PAYAME NOOR UNIVERSITY   (Iran)

^b PERSIAN GULF UNIVERSITY   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

EFFICIENT CATALYSTS; HETEROGENEOUS CATALYST; REUSABLE CATALYSTS; SILICA SULFURIC ACIDS; SOLVENTLESS; SULFONYLIMINES;

SILICA;

EID: 55949083098     PISSN: 00304948     EISSN: None     Source Type: Journal    
DOI: 10.1080/00304940809458106     Document Type: Article

References (49)

1. K. Tanaka, "Solvent-free Organic Synthesis", Wiley-VCH, GmbH and KGaA, Weinheim, 2004.
2. A. Loupy, "Microwave in Organic Synthesis", Wiley-VCH, Weinheim, 2006.
3. P. Salehi, M. A. Zolfigol, F. Shirini and M. Baghbanzadeh, Curr. Org. Chem., 10, 2171 (2006).
4. M. Gohain, Synlett, 2097 (2003).
5. H.-K. Yim and H. N. C. Wong, J. Org. Chem., 69, 2892 (2004).
6. L. G. Arini, A. Sinclair, P. Szeto and R. A. Stockan, Tetrahedron Lett., 45, 1589 (2004).
7. M. J. Melnick, S. M. Weinreb and A. Freyer, Tetrahedron Lett., 29, 3891 (1988).
8. X.-T. Zhou, Y.-R. Lin, L.-X. Dai, J. Sun, L.-J. Xia and M.-H. Tang, J. Org. Chem., 64, 1331 (1999).
9. A. Hasaninejad and H. Sharghi, Phosphorus, Sulfur, and Silicon, 182, 873 (2007).
10. B. E. Love, P. S. Raje and T. C. Williams, Synlett, 493 (1994).
11. A. Vass, J. Dudas and R. S. Varma, Tetrahedron Lett., 40, 4951 (1999).
12. W. B. Jennings and C. J. Lovely, Tetrahedron, 47, 5561 (1991).
13. T .Jin, G. Feng, M. Yang and T. Li, Synth. Commun., 34, 1277 (2004).
14. F. A. Davis, U. Nadir, E. W. Kluger, T. C. Sedergran, T. W. Panunto, R. Billmers, R. Jenkins, I. J. Turchi, W. H. Watson, J. S. Chen and M. Kimura, J. Am. Chem. Soc., 102, 2000 (1980).
15. F. A. Davis, J. M. Kaminski, E. W. Kluger and H. S. Freilich, J. Am. Chem. Soc., 97, 7085 (1975).
16. A. Hasaninejad, A. Zare, H. Sharghi and M. Shekouhy, ARKIVOC, (xi), 64 (2008).
17. D. L. Borger and W. L. Corbett, J. Org. Chem., 57, 4777 (1992).
18. Z. Li, X. Ren, P. Wei, H. Wan, Y. Shi and P. Ouyang, Green Chem., 433 (2006).
19. J. Sisko, M. Mellinger, P. W. Sheldrake and N. H. Baine, Tetrahedron Lett., 37, 8113 (1996).
20. F. Chemla, V. Hebbe and J.-F. Normant, Synthesis, 75 (2000).
21. J. P. Wolfe and J. E. Ney, Org. Lett., 5, 4607 (2003).
22. A. Hasaninejad, A. Zare, H. Sharghi, M. Shekouhy, R. Khalifeh, A. Salimi Beni and A. R. Moosavi Zare, Can. J. Chem., 85, 416 (2007).
23. A. Khalafi-Nezhad, A. Parhami, M. N. Soltani Rad, M. A. Zolfigol and A. Zare, Tetrahedron Lett., 48, 5219 (2007).
24. A. Hasaninejad, A. Zare, H. Sharghi, K. Niknam and M. Shekouhy, ARKIVOC, (xiv), 39 (2007).
25. A. Hasaninejad, A. Parhami, A. Zare, A. Khalafi-Nezhad, A. Nasrolahi Shirazi and A.R. Moosavi Zare, Polish J. Chem., 82, 565 (2008);
26. Chem. Abstr., AN 453098 (2008).
27. A. Zare, A. Hasaninejad, M.H. Beyzavi, A. Parhami, A.R. Moosavi Zare, A. Khalafi-Nezhad and H. Sharghi, Can. J. Chem., 86, 317 (2008).
28. A. Khalafi-Nezhad, A. Parhami, A. Zare, A.R. Moosavi Zare, A. Hasaninejad and F. Panahi, Synthesis, 617 (2008).
29. A. Zare, A. Hasaninejad, A. Khalafi-Nezhad, A. Parhami and A.R. Moosavi Zare, J. Iran. Chem. Soc., 5, 100 (2008);
30. Chem. Abstr., AN 402126 (2008).
31. A. Zare, A. Hasaninejad, A. Parhami, A.R. Moosavi Zare and A. Khalafi-Nezhad, Polish J. Chem., 82, 1059 (2008);
32. Chem. Abstr., AN 645731 (2008).
33. A. Zare, A. Hasaninejad, A. Khalafi-Nezhad, A. R. Moosavi Zare, A. Parhami and G. R. Nejabat, ARKIVOC, (i), 58 (2007).
34. A. Zare, A. Hasaninejad, A. Khalafi-Nezhad, A. R. Moosavi Zare and A. Parhami, ARKIVOC, (xiii), 105 (2007).
35. G. H. Imanzadeh, A. Zare, A. Khalafi-Nezhad, A. Hasaninejad, A. R. Moosavi Zare and A. Parhami, J. Iran. Chem. Soc., 4, 467 (2007);
36. Chem. Abstr., AN 1483174 (2007).
37. A. Khalafi-Nezhad, A. Zare, A. Parhami, M. N. Soltani Rad and G. R. Nejabat, J. Iran. Chem. Soc., 4, 271 (2007);
38. Chem. Abstr., AN 1049047 (2007).
39. A. Zare, A. Hasaninejad, A. R. Moosavi Zare, A. Parhami, H. Sharghi and A. Khalafi-Nezhad, Can. J. Chem., 85, 438 (2007).
40. G. H. Imanzadeh, A. Khalafi-Nezhad, A. Zare, A. Hasaninejad, A. R. Moosavi Zare, A. Parhami, J. Iran. Chem. Soc., 4, 229 (2007);
41. Chem. Abstr., AN 708227 (2007);
42. CAN 148, 471915 (2007).
43. A. Khalafi-Nezhad, A. Zare, A. Parhami, M. N. Soltani Rad and G. R. Nejabat, Phosphorus, Sulfur, and Silicon, 182, 657 (2007).
44. S. M. Weinreb, Top. Curr. Chem., 190, 131 (1997).
45. S. L. Jain, V. B. Sharma and B. Sain, J. Mol. Cat. A.: Chem., 239, 92 (2005).
46. F. A. Davis and S. G. La, J. Org. Chem., 53, 5004 (1988).
47. B. M. Trost and C. Marrs, J. Org. Chem., 56, 6468 (1991).
48. J.L. G. Ruano, J. Aleman, M. B. Cid and A. Perra, Org. Lett., 7, 179 (2005).
49. A regular Buchner funnel containing a thin layer of Celite on top of which a thin layer of cotton is pressed, may be used instead of the glass funnel.