Novel synthesis of 1,3,5-trisubstituted 2-pyrazolines promoted by chlorotrimethylsilane

Journal of Chemical Research

Volumn , Issue 1, 2008, Pages 52-54

  Xie, Zengyang ^a   Bian, Xiaoqin ^a,b   Geng, Xin ^a   Li, Shuangshuang ^a   Wang, Cunde ^a  

^a YANGZHOU UNIVERSITY   (China)

^b TAIZHOU POLYTECHNIC COLLEGE   (China)

Author keywords

1,3,5 trisubstituted 2 pyrazoline; Chalcone; Chlorotrimethylsilane; Cyclisation reaction; Synthesis

Indexed keywords

EID: 42349110121     PISSN: 03082342     EISSN: None     Source Type: Journal    
DOI: 10.3184/030823408x287113a     Document Type: Article

References (41)

1. T.L. Gilchrist, Heterocyclic chemistry, 3rd edn., Addison-Wesly, Longman, Ltd, 1998.
2. D. Lednicer, Strategies for Organic Drugs Synthesis and Design, Wiley & Sons; New York, 1998.
3. A.P. Kozikowski, Acct. Chem. Res., 1984, 17, 410.
4. J.R. Goodell, F. Puig-Basagoiti, B.M. Forshey, P.-Y. Shi and D.M. Ferguson, J. Med. Chem., 2006, 49, 2127.
5. J. Frigola, A. Colombo, J. Pares, L. Martinez, R. Sagarra and R. Roster, Eur. J. Med. Chem., 1989, 24, 435.
6. F.C. Copp, P.J. Islip and J.E. Tateson, Biochem. Pharmacol., 1984, 33, 339.
7. N.S. Rao and J.T. Rao, Asian J. Chem., 2004, 16, 1959.
8. S.S. Parmer, B.R. Pandey, C. Dwivedi and R.D. Harbison, J. Pharm. Sci., 1974, 63, 1152.
9. E. Takabata, R. Kodama, R. Dohmori, H. Tachizawa and T. Naito, Chem. Pharm. Bull., 1979, 16, 1900.
10. N. Soni, K. Pande, R. Kalsi, T.K. Gupta, S.S. Parmer and J.P. Barthwal, Res. Commun. Chem. Pathol. Pharmacol, 1987, 56, 129.
11. W.C. Groutas, R. Venkataman, L.S. Chong, J.E. Yoder, J.B. Epp, M.A. Stanga and E. Kim, Bioorg. Med. Chem., 1995, 3, 125.
12. E.I. Klimova, M. Marcos, T.B. Klimova, A.T. Ceeilio, A.T. Ruben and R.R. Lran, y. Organomet. Chem., 1999, 106, 585.
13. V. Padmavathi, R.P. Sumathi, B.N. Chandrasekhar and D. Bhaskarreddy, J. Chem. Res., 1999, 6101.
14. F.M. Guerra, M.R. Mish and E.M. Carreira, Org. Lett., 2000, 2, 4265.
15. G.A. Whitlock and E.M. Carreira, J. Org. Chem., 1997, 62, 7916.
16. G.A. Whitlock and E.M. Carreira, HeIv. Chim. Acta, 2000, 23, 2007.
17. A. Yaron and F. Naider, Crit. Rev. Biochem. Mol. Biol., 1993, 28, 31.
18. E.S. Eberhardt, N. Panasik and R.T. Raines, J. Am. Chem. Soc., 1996, 118, 12261.
19. E. Beausoleil, B. L'Archveque, L. Belec, M. Aftani and W.D. Lubell, J. Org. Chem., 1996, 61, 9447.
20. P. Dummy, M. Keller, D.E. Ryan, P. Rohwedder, T. Wohr and M. Mutter, J. Am. Chem. Soc., 1997, 119, 918.
21. J.M. Travins and RA. Etzkorn, J. Org. Chem., 1997, 62, 8387.
22. U. Bauer, B.J. Egner, I. Nilsson and M. Berghult, Tetrahedron Lett., 2001, 41, 2713.
23. K. Vounauwers and A. Muller, Ber. Dtsch. Chem. Ges., 1908, 41, 4230.
24. A. Baker and V.S. Butt., J. Chem. Soc., 1949, 2142.
25. L. Khnor, Ber. Dtsch. Chem. Ges., 1893, 26, 100.
26. H.G. Garge and J. Chandraprakash, J. Pharm. Sci., 1971, 14, 649.
27. V.G. Thakare and K.N. Wadodkar, Ind. Chem. Sect., 1986, 25, 610.
28. M.D. ankhiwala and M.V. Hathi, J. Ind. Chem. Soc., 1994, 71, 587.
29. Y. Wang, C.I.R. Vera and Q. Lin, Org. Lett., 2007, 9, 4155.
30. D. Azarifar and B. Maleki, J. Heterocyclic Chem., 2005, 42, 157.
31. RH. Lee, H. Ahn, K. Lee, S. Sunga and S. Kimb, Tetrahedron Lett., 2001, 42, 37.
32. S.V. Ryabukhin, A.S. Plaskon, D.M. Volochnyuk, S.E. Pipko, A.N. Shivanyuk and A.A. Tolmachev, J. Comb. Chem., 2007, 9, 1073.
33. M. Yamanaka, A. Nishida and M. Nakagawa, J. Org. Chem., 2003, 68, 3112.
34. Y-I. Zhu, S.-l. Huang and Y.-j. Pan, Eur. J. Org. Chem., 2005, 2354.
35. S. Mayer, D.M. Daigle, E.D. Brown, J. Khatri and M.G. Organ, J. Comb. Chem., 2004, 6, 776.
36. Y. Yoshida, N. Matsumoto, R. Hamasaki and Y. Tanabe, Tetrahedron Lett., 1999, 40, 4227.
37. T.P. Robinson, T. Ehlers, R.B. IV Hubbard, X. Bai, J.L. Arbiser, D.J. Goldsmith and J.P. Bowen, Bioorg. Med. Chem. Lett., 2003, 13, 115.
38. D.S. Noya and WA. Pryor, J. Am. Chem. Soc., 1959, 81, 618.
39. D.E. Applequist and R.D. Gdanski, J. Org. Chem., 1981, 46, 2502.
40. E. Palaska, D. Erol and R. Demirdamar Eur. J. Med. Chem., 1996, 31, 43.
41. Y. Chen, Y. Lam and Y-H. Lai, Org. Lett., 2003, 5, 1067.