An efficient synthesis of raloxifene in ionic liquid: A Green Approach

Letters in Organic Chemistry

Volumn 6, Issue 1, 2009, Pages 8-10

  Shinde, Pravin S ^a   Shinde, Sandip S ^a   Renge, Atul S ^a   Patil, Gajanan H ^a   Rode, Ambadas B ^a   Pawar, Rajendra R ^a  

^a Dynopasak College   (India)

Author keywords

Friedel crafts acylation; Ionic liquids; Raloxifene; Suzuki coupling

Indexed keywords

EID: 69249179571     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017809787003133     Document Type: Article

References (32)

1. For recent reviews on ionic liquids, see (a)
2. (b) Dupont, J.; de Souza, R.F.; Suarez, P.A.Z. Chem. Rev., 2002, 102, 3667;
3. (c) Olivier- Bourbigou, H.; Magna, L. J. Mol. Catal. A Chem., 2002, 182, 419;
4. (d) Sheldon, R. Chem. Commun., 2001, 23, 2399;
5. (e) Wasserscheid, P.; Keim, W. Angew. Chem. Int. Ed. Engl., 2000, 39, 3772;
6. (f) Welton, T. Chem. Rev., 1999, 99, 2071;
7. (g) Ranke, J.; Stolte, S.; Stormann, R.; Arning, J.; Jastorff, B. Chem. Rev., 2007, 107, 2183- 2206;
8. (h) Parvulescu, V.I.; Hardacre, C. Chem. Rev., 2007, 107, 2615-2665;
9. (i) Greaves, T.L.; Durmmond, C.J. Chem. Rev., 2008, 108, 206-237;
10. (j) Martins, M.A.P.; Frizzo, C.P.; Moreira, D.N.; Zanatta, N.; Bonacorso, H.G. Chem. Rev., 2008, 108, 2015-2050.
11. Boon, J.A.; Levisky, J.A.; Pflug, L.; Wilkes, J.S. J. Org. Chem., 1986, 51, 480.
12. (a) Mathews, C.J.; Smith, P.J.; Welton, T. Chem. Commun., 2000, 14, 1249;
13. b) Wang, R.; Twamley, B.; Shreeve, J.M. J. Org. Chem., 2006, 71, 426.
14. Corma, A.; Garcia, H.; Leyva, A. Tetrahedron Lett., 2005, 61, 9848;
15. Kaufmann, D.E.; Nouroozian, M.; Henze, H. Synlett, 1996, 11 1091.
16. Earle, M.J.; McCormac, P.B.; Seddon, K.R. Green Chem., 2000, 2, 261.
17. Anjajah, S.; Chandrasekhar, S.; Gree, R. Adv. Synth. Catal., 2004, 346, 1329.
18. Forsyth, S.A.; Nimalgunarate, H.Q.; Hardacre, G.; Mckeown, A.; Rooney, D.W.; Org. Proc. Res. Dev., 2006, 10, 94.
19. (a) Grese, T.A.; Dodge, J.A. Curr. Pharm. Des., 1998, 4, 71;
20. (b) Bryant, H.U.; Dere, W.H. Proc. Soc. Exp. Biol. Med., 1998 217, 45;
21. (b) Grese, T.A.; Cho, S.; Finley, D.R.; Godfrey, A.G.; Jones, C.D.; Lugar III, C.W.; Martin, M.J.; Matsumoto, K.; Pennington, L.D.; Winter, M.A.; Adrian, M.D.; Cole, H.W.; Magee, D.E.; Phillips, D.L.; Rowley, E.R.; Short, L.L.; Glasebrook, A.L;. Bryant, H.U. J. Med. Chem., 1997, 40, 146;
22. (c) Grese, T.A.; Pennington, L.D.; Sluka, J.P.; Adrian, M.D.; Cole, H.W.; Fuson, T.R.; Magee, D.E.; Phillips, D.L.; Rowley, E.R.; Shetler, P.K.; Short, L.L.; Venugopalan, M.; Yang, N.N.; Sato, M.; Glasebrook, A.L.; Bryant, H.U. J. Med. Chem., 1998, 41, 1272;
23. d) Jones, C.D.; Jevnikar, M.G.; Pike, A.J.; Peters, M.K.; Black, L.J.; Thompson, A.R.; Falcone, J.F.; Clemens, J.A. J. Med. Chem., 1984, 27, 1057.
24. Bradley, D.A; Godfrey, A.G.; Schmid, C.R. Tetrahedron Lett., 1999, 40, 5155;
25. (b) Schmid, C.R.; Sluka, J.P.; Duke, K.M. Tetrahedron Lett., 1999, 40, 675.
26. Bhosale, R.S.; Suryawanshi, P.A.; Ingle, S.A.; Lokhande, M.N.; More, S.P.; Mane, S.B.; Bhosale, S.V.; Pawar, R.P. Synlett., 2006, 6, 933;
27. (b) Sarda, S.R.; Pathan, M.Y.; Paike, V.V.; Pachmase, P.R. Jadhav, W.N.; Pawar, R.P. Arkivoc, 2006, 16, 43;
28. (c) More, S.V.; Ardhapure, S.S.; Naik, N.H.; Bhusare, S.R.; Jadhav, W.N.; Pawar, R.P. Synth. Commun., 2005, 35, 3113.
29. Arnold, P.L.; Rodden, M.; Davis, K.M.; Scarisbrick, A.C.; Blake, A.J.; Wilson, C. Chem. Commun., 2004, 14, 1612.
30. Altman, R.A.; Shafir, A.; Choi, A.; Lichtor, P.A.; Buchwald, S.L. J. Org. Chem. 2008, 73, 284-286
31. Kemperman, G.J.; Roeters, T.A.; Hilberink, P.W. Eur. J. Org Chem., 2003, 9, 1681.
32. Peter, J. U.S. Patent, 5827876A, 1998.