Solvent-free oxidative deprotection of 1,3-dithianes and 1,3-dithiolanes using poly(N,N′-dibromo-N-ethyl-benzene-1,3-disulfonamide),N,N,N′, N′-tetrabromobenzene-1,3-disulfonamide and NBS

Arkivoc

Volumn 2009, Issue 2, 2009, Pages 44-51

  Ghorbani Vaghei, Ramin ^a   Veisi, Hojat ^a  

^a BU ALI SINA UNIVERSITY   (Iran)

Author keywords

1,3 dithianes; 1,3 dithiolanes; Deprotection; NBS; PBBS; Room temperature; Solvent free; TBBDA

Indexed keywords

EID: 62549160400     PISSN: 1551-7012     EISSN: 15517012     Source Type: Journal    
DOI: None     Document Type: Article

References (36)

1. Grobel, B.-T.; Seebach, D. Synthesis 1977, 356; and references cited therein.
2. Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, Wiley: New York, 1991.
3. Komatsu, N.; Uda, M.; Suzuki, H. Synlett 1995, 984.
4. rd Ed.; John Wiley and Sons: New York, 1999, pp 333-344.
5. Hajipour, A. R.; Mallakpour, S. E.; Baltork, I. M.; Adibi, H. Molecules 2002, 7, 674; and references cited therein.
6. Chattopadhyaya, J. B.; Ramarao, A. V. Tetrahedron Lett. 1973, 58, 3735.
7. Olah, G. A.; Mehrotra, A. K.; Narang, S. C. Synthesis 1982, 151.
8. Corey, E. J.; Erickson, B. W. J. Org. Chem. 1971, 36, 3553.
9. Firouzabadi, H.; Iranpoor, N.; Zolfigol, M. A. Bull. Chem. Soc. Jpn. 1998, 71, 2169.
10. Mathew, L.; Sankararaman, S. J. Org. Chem. 1993, 58, 7576.
11. Tani, H.; Inamasu, T.; Masumoto, K.; Tamura, R.; Shimizu, H.; Suzuki, H. Phosphoruse, Sulfur, Silicon, Relat. Elem. 1992, 67, 261.
12. Rao, C. S.; Chandrasekharam, M.; Ila, H.; Junjappa, H. Tetrahedron Lett. 1992, 33, 8163.
13. Kiselyov, A. S.; Strekowski, L. Tetrahedron 1993, 49, 2151.
14. Kamata, M.; Sato, M.; Hasegawa, E. Tetrahedron Lett. 1992, 33, 5085.
15. Firouzabadi, H.; Iranpoor, N.; Hazarkhani, H. Phosphorus, Sulfur, Silicon, Relat. Elem. 2002, 177, 2571.
16. Firouzabadi, H.; Iranpoor, N.; Hazarkhani, H.; Karimi, B. J. Org. Chem. 2002, 67, 2572.
17. Ghorbani-Vaghei, R.; Zolfigol, M. A. J. Chin. Chem. Soc. 2005, 52, 327.
18. Curini, M.; Marcotullio, M. C.; Pisani, E.; Rosati, O. Synlett 1997, 769.
19. Cossy, J. Synthesis 1987, 1113.
20. Haroutounian, S. A. Synthesis 1995, 39.
21. Corey, E. J.; Bock, M. G. Tetrahedron Lett. 1975, 16, 2643.
22. Nemai, C. G.; Mrityunjoy, D.; Synlett 2004, 659.
23. Habibi, M. H.; Tangestaninejad, S.; Montazerzohori, M.; Mohamadpoor-Baltork, I. Molecules 2003, 8, 663.
24. Yadav, J. S.; Reddy, B. V. S.; Raghavendra, S.; Satyanarayana, M. Tetrahedron Lett. 2002, 43, 4679.
25. Moghadam, F. M.; Boeini, H. Z.; Zargarani, D.; Bardajee, G. R. Synth. Commun. 2006, 36, 1093.
26. Shaterian, H.; Hadadzadeh, H. Phosphorus, Sulfur and Silicon 2006, 181, 1059.
27. Desai, U. V.; Pore, D. M.; Tamhankar, B. V.; Jadhav, S. A.; Wadgaonkar, P. P. Tetrahedron Lett. 2006, 47, 8559.
28. Ganguly, N. C.; Datta, M. J. Chem. Reas. 2005, 218
29. Hajipour, A. R.; Pourmousavi, S. A.; Ruoho, A. E. J. Sulfur. Chem. 2004, 25, 401.
30. Ichige, T.; Miyake, A.; Kanoh, M.; Nakata, M. Synlett 2004, 1686.
31. Ghorbani-Vaghei, R.; Zolfigol, M, A.; Chegeny, M.; Veisi, H. Tetrahedron Lett. 2006, 47, 4505.
32. Ghorbani-Vaghei, R.; Jalili, H. Synthesis 2005, 7, 1099.
33. Ghorbani-Vaghei, R.; Shahbazee, E. J. Braz. Chem. Soc. 2005, 16, 647.
34. Zolfigol, M, A.; Ghorbani-Vaghei, R.; Mallakpour, S; Chehardoli, G; Ghorbani Choghamani, A; Yazdi Hosain, A. Synthesis 2006, 10, 1631.
35. Ghorbani-Vaghei, R.; Jalili, H; Shahbazee, E; Veisi, H. J. Chin. Chem. Soc. 2006, 53, 2.
36. Ghorbani-Vaghei, R.; Shahbazee, E; Veisi, H. Mendeleev Commun. 2005, 207.