Facile room-temperature MgBr2·OEt2-catalyzed thiolysis of epoxides under solvent-free conditions

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 182, Issue 4, 2007, Pages 905-910

  Mojtahedi, Mohammad M ^a   Abaee, M Saeed ^a   Bolourtchian, Mohammad ^a   Abbasi, Hassan ^a  

^a CHEMISTRY AND CHEMICAL ENGINEERING RESEARCH CENTER OF IRAN   (Iran)

Author keywords

Epoxides; Magnesium bromide catalysis; Solvent free reaction; Thiols

Indexed keywords

EID: 33847351236     PISSN: 10426507     EISSN: 15635325     Source Type: Journal    
DOI: 10.1080/10426500601088697     Document Type: Article

References (44)

1. (a) J. R. Luly, N. Yi, J. Soderquist, H. Stein, J. Cohen, T. J. Perun, et al., J. Med. Chem., 30, 1609 (1987);
2. (b) D. Amantini, F. Fringuelli, O. Piermatti, and L. Vaccaro, Arkivoc, xi, 293 (2002).
3. (a) E. J. Corey, D. A. Clark, G. Goto, A. Marfat, C. Mioskowski, B. Samuelsson, et al., J. Am. Chem. Soc., 102, 3663 (1980);
4. (b) E. J. Corey, D. A. Clark, and G. Goto, Tetrahedron Lett., 21, 3143 (1980).
5. (a) S. Hammarstrom, B. Samuelsson, D. A. Clark, G. Goto, A. Marfat, C. Mioskowski, et al., Biochem. Biophys. Res. Commum., 92, 946 (1980);
6. (b) E. J. Corey, D. A. Clark, G. Goto, A. Marfat, C. Mioskowski, B. Samuelsson, et al., J. Am. Chem. Soc., 102, 1436 (1980).
7. (a) J. S. Yadav, B. V. S. Reddy, and G. Baishya, Chem. Lett., 906 (2002);
8. (b) F. Fringuelli, F. Pizzo, S. Tortoioli, and L. Vaccaro, Tetrahedron Lett., 44, 6785 (2003);
9. (c) F. Fringuelli, F. Pizzo, S. Tortoioli, and L. Vaccaro, Adv. Synth. Catal., 344, 379 (2002).
10. (a) D. Amantini, F. Fringuelli, F. Pizzo, S. Tortoioli, and L. Vaccaro, Synlett., 2292 (2003);
11. (b) F. Fringuelli, F. Pizzo, S. Tortoioli, and L. Vaccaro, J. Org. Chem., 68, 8248 (2003).
12. S. Chandrasekhar, C. R. Reddy, B. N. Babu, and G. Chandrashekar, Tetrahedron Lett., 43, 3801 (2002).
13. N. Iranpoor, I. M. Baltork, and F. S. Zardaloo, Tetrahedron, 47, 9861 (1991).
14. V. Kesavan, D. Bonnet-Delpon, and J. P. Begue, Tetrahedron Lett., 41, 2895 (2000).
15. (a) J. Cossy, V. Bellosta, C. Hamior, and J. R. Desmurs, Tetrahedron Lett., 43, 7083 (2002);
16. (b) J. Cossy, V. Bellosta, V. Alauze, and J. R. Desmurs, Synthesis, 15, 2211 (2002).
17. J. Iqbal, A. Pandey, A. Shukla, R. R. Srivastava, and S. Tripathi, Tetrahedron, 46, 6423 (1990).
18. (a) G. H. Posner and D. Z. Rogers, J. Am. Chem. Soc., 99, 8208 (1977);
19. (b) G. H. Posner and D. Z. Rogers, J. Am. Chem. Soc., 99, 8214 (1977).
20. A. K Maiti and P. Bhattacharyya, Tetrahedron, 50, 10483 (1994).
21. T. Iida, N. Yamamoto, H. Sasai, and M Shibasaki, J. Am. Chem. Soc., 119, 4783 (1997).
22. B. K. Sarmah and N. C. Barua, Tetrahedron, 47, 8587 (1991).
23. V. Polshettiwar and M. P. Kaushik, Catalysis Commun. 5, 515 (2004).
24. A. E. Vougioukas and H. B. Kagan, Tetrahedron Lett., 28, 6065 (1987).
25. J. Wu and H. G. Xia, Green Chem., 7, 708 (2005).
26. (a) M. M. Mojtahedi, H. Abbasi, M. S. Abaee, and B. Mohebali, Monatsh. Chem., 137, 455 (2006);
27. (b) M. Chini, P. Crotti, E. Giovani, F. Macchia, and M. Pineschi, Synlett. 303 (1992).
28. (a) M. M. Mojtahedi, H. Ghasemi, M. S. Abaee, and M. Bolourtchian, Arkivoc, 68 (2005);
29. (b) V. Pironti and S. Colonna, Green Chem., 7, 43 (2005).
30. F. Fringuelli, F. Pizzo, C. Vittoriani, and L. Vaccaro, Eur. J. Org. Chem., 1231 (2006).
31. D. Albanese, D. Landini, and M. Penso, Synthesis, 34 (1994).
32. (a) C. Malanga and S. Mannucci, Tetrahedron Lett., 42, 2023 (2001);
33. (b) S. Yamada, S. Yaguchi, and K. Matsuda, Tetrahedron lett., 43, 647 (2002);
34. (c) S. K. Tipparaju, S. K. Mandal, S. Sur, V. G. Puranik, and A. Sarkar, Chem. Commun., 1924 (2002);
35. (d) B. Z. Zheng, M. Yamauchi, H. Dei, S. Kusaka, K. Matsui, and O. Yonemitsu, Tetrahedron Lett., 41, 6441 (2000);
36. (e) A. Vakalopoulos and H. M. Hoffmann, Org. Lett., 2, 1447 (2000);
37. (f) P. Lupattelli, C. Bonini, L. Caruso, and A. Gambacorta, J. Org. Chem., 68, 3360 (2003);
38. (g) S. K. Tipparaju, V. G. Puranik, and A. Sarkar, Org. Biomol. Chem. 1, 1720 (2003);
39. (h) D. E. Ward, M. J. Hrapchak, and M. Sales, Org. Lett., 2, 57 (2000).
40. D. E. Ward and M. S. Abaee, Org. Lett., 2, 3937 (2000).
41. M. S. Abaee, R. Sharifi, and M. M. Mojtahedi, Org. Lett., 7, 5893 (2005).
42. M. S. Abaee, M. M. Mojtahedi, M. M. Zahedi, and R. Sharifi, Heteroatom Chem., 18, 44 (2007).
43. M. M. Mojtahedi, M. S. Abaee, and H. Abbasi, Can. J. Chem., 429 (2006).
44. M. M. Mojtahedi, H. Abbasi, and M. S. Abaee, J. Mol. Catal. A: Chem., 250, 6 (2006).