A green, catalyst-free method for the synthesis of sulfonamides and sulfonylazides

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 186, Issue 1, 2010, Pages 140-148

  Jafarpour, Maasoumeh ^a   Rezaeifard, Abdolreza ^a   Golshani, Tayebeh ^a  

^a UNIVERSITY OF BIRJAND   (Iran)

Author keywords

Aqueous media; catalyst free; sulfonamides; sulfonyl chloride; sulfonylazides

Indexed keywords

EID: 78751528734     PISSN: 10426507     EISSN: 15635325     Source Type: Journal    
DOI: 10.1080/10426507.2010.488257     Document Type: Article

References (33)

1. Mikami, K. Green Reaction Media in Organic Synthesis; Blackwell: Oxford, UK, 2005.
2. Lindstrom, U. M. Organic Reaction in Water; Blackwell: Oxford, UK, 2007.
3. (a) Supuran, C. T.; Casini, A.; Scozzafava, A. Med. Res. Rev. 2003, 5, 535;
4. (b) Scozzafava, A.; Owa, T.; Mastrolorenzo, A.; Supuran, C. T. Curr. Med. Chem. 2003, 10, 925.
5. (a)Greenfield, A.; Grosanu, C. Tetrahedron Lett. 2008, 49, 6300;
6. (b) Wu, X.; Ronn, R.; Gossas, Th.; Larhed, M. J. Org. Chem. 2005, 70, 3094;
7. (c) Burton, G.; Cao, P.; Li, G.; Rivero, R. Org.Lett. 2003, 5, 4373.
8. (a) Hu, X.; Sun, J.;Wang, H. G.;Manetsch, R. J. Am. Chem. Soc. 2008, 130, 13821;
9. (b) Raushel, J.; Pitram, S. M.; Fokin, V. V. Org. Lett. 2008, 10, 3385;
10. (c)Merkx, R.; Brouwer, A. J.; Rijkers, D. T. S.; Liskamp, R. M. J. Org. Lett. 2005, 7, 1125;
11. (d) Bae, I.; Han, H.; Chang, S. J. Am. Chem.Soc. 2005, 127, 2038.
12. Bollinger, F. W.; Tuma, L. D. Synlett 1996, 407.
13. Panchaud, P.; Chabaud, L.; Landais, Y.; Ollivier, C.; Renaud, P.; Zigmantas, S. Chem.-Eur. J. 2004, 10, 3606.
14. (a) Wright, S. W.; Hallstrom, K. N. J. Org. Chem. 2006, 71, 1080;
15. (b) Katritzky, A. R.; Abdel-Fattah, A. A. A.; Vakulenko, A. V.; Tao, H. J. Org. Chem. 2005, 70, 9191;
16. (c) Caddick, S.;Wilden, J. D.; Judd, D. B. J. Am. Chem. Soc. 2004, 126, 1024;
17. (d) Pandya, R.; Murashima, T.;Tedeschi, L.; Barrett, A. G. M. J. Org. Chem. 2003, 68, 8274;
18. (e) Lee, J.W.; Louie, Y. Q.;Walsh,D. P.; Chang, Y.-T. J. Comb. Chem. 2003, 5, 330;
19. (f) Frost, C. G.; Hartley, J. P.; Griffin, D.Synlett 2002, 1928;
20. (g) Deng, X. N.; Mani, S. Green Chem. 2006, 8, 835, and therein;
21. (h)Cremlyn, R. Organosulfur Chemistry: An Introduction; John Wiley and Sons: New York, 1996;
22. (i)Anderson, K. K. In D. H. R. Barton, W. D. Ollis, D. N. Jones, Eds., Sulfonic Acids and Their Derivatives in Comprehensive Organic Chemistry; Pergamon Press: Oxford, 1979, vol. 3;
23. (j) Shaabani, A.; Soleimani, E.; Rezayan, A. H. Tetrahedron Lett. 2007, 48, 2185;
24. (k) Özbek, N.;Katrčoǧlu, H.; Karacan, N.; Baykal, T. Bioorg. & Med. Chem. 2007, 15, 5105;
25. (l) Gareau, Y.;Pellicelli, J.; Laliberte, S.; Gauvreau, D. Tetrahedron Lett. 2003, 44, 7821;
26. (m)Chantarasriwong,O.; Jang, D. O.; Chavasiri,W. Tetrahedron Lett. 2006, 47, 7489;
27. (n) Hajipour, A. R.; Mallakpour, S. E.; Najafi, A. R.; Mazlumi, G. Sulfur Lett. 2000, 24, 137;
28. (o)Wilden, J. D.; Geldeard, L.; Lee,C. C.; Judd, D. B.; Caddick, S. Chem. Commun. 2007, 1074;
29. (p)Jafarpour, M.; Rezaeifard, A.;Aliabadi, M. Appl. Catal. A: General 2009, 358, 49;
30. (q) Kamal, A.; Reddy, J. S.; Bharathi, E. V.; Dastagiri, D. Tetrahedron Lett. 2008, 49, 348.
31. Andersen, K. K. In D. N. Jones, Ed., Comprehensive Organic Chemistry; Pergamon Press: Oxford, UK, 1979; vol. 3.
32. (a) Jafarpour, M.; Rezaeifard, A.; Aliabadi, M. Lett. Org. Chem. 2009, 6, 94;
33. (b) Jafarpour, M.;Rezaeifard, A.; Golshani, T. J. Heteroatom Chem. 2009, 46, 535.