Citation: Dong Hao, Guo Yuanyuan, Liu Chenglin, Hou Meifang. Progress in Syntheses of Pyrazole Derivatives[J]. Chemistry, ;2017, 80(2): 146-150, 138. shu

Progress in Syntheses of Pyrazole Derivatives

School of Ecological Technology and Engineering, Shanghai Institute of Technology, Shanghai 201400

Corresponding author: Hou Meifang, mfhou@sit.edu.cn
Received Date: 21 January 2016
Accepted Date: 1 August 2016

Pyrazole derivatives are important intermediates in pharmaceutical synthesis and play significant roles in anticancer, antiviral, and antidepression. Progress in syntheses of pyrazole derivatives, including cyclocondensation of 1, 3-dielectrophilic compounds with hydrazines and 1, 3-dipolar cycloadditions methods are summarized.
- Pyrazole derivatives,
- Synthesis methods
1. [1]
2. [2]
3. [3]
  S Tsuboi, K Moriie, Y Hatsutori et al. JP:06184114, 1993.
4. [4]
  J Kishi, Y Yanase. EP:0841336, 1998.
5. [5]
  Y Usui, Y Tsutsumi. JP:07215971, 1995.
6. [6]
  T Stephen. WO:9417060, 1994.
7. [7]
  K J Hwany, S S Kim. WO:9525095, 1995.
8. [8]
  M J Genin, D A Allwine, D J Anderson et al. J. Med. Chem., 2000, 43(5):953~970. doi: 10.1021/jm990373e
9. [9]
10. [10]
  J Elguero. In Comprehensive Heterocyclic Chemistry. Oxford, U.K:Elsevier Ltd, 1984:167~303.
11. [11]
  J Elguero. In Comprehensive Heterocyclic Chemistry II. Oxford, U. K:Elsevier Ltd, 1996:1~75.
12. [12]
  B Stanovnik, J Svete. Methods of Organic Transformatons. Stuttgart:Georg Thieme, 2002:15~225.
13. [13]
  L Yet. In Comprehensive Heterocyclic Chemistry III. Elsevier, 2008:1~141.
14. [14]
  S R Singh, D Kumar, H Batra et al. Can. J. Chem., 2000, 78(8), 1109~1120. doi: 10.1139/v00-104
15. [15]
  S K Singh, M S Reddy, J M Babu et al. Tetrahed. Lett., 2004, 45(41):7679~7682. doi: 10.1016/j.tetlet.2004.08.100
16. [16]
  A Shavnya, S M Sakya, M L Munich et al. Tetrahed. Lett., 2005, 46(40):6887~6891. doi: 10.1016/j.tetlet.2005.08.022
17. [17]
  J R Gonzalez, J B Vidal, R S Gual. EP:2848615, 2015.
18. [18]
  R Alan, Katritzky, M Y Wang et al. J. Org. Chem., 2001, 66(20):6787~6791. doi: 10.1021/jo0101407
19. [19]
  J P Waldo, S Mehta, R C Larock. J. Org. Chem., 2008, 73(17):6666~6670. doi: 10.1021/jo800789p
20. [20]
  G A Pinto, A M Silva, J Elguero et al. Eur. J. Org. Chem., 2002, 2002(22):3807~3815. doi: 10.1002/1099-0690(200211)2002:22<3807::AID-EJOC3807>3.0.CO;2-2
21. [21]
  S Nahm, S M Weinreb. Tetrahed. Lett., 1981, 22(39):3815~3818. doi: 10.1016/S0040-4039(01)91316-4
22. [22]
  D Obrecht, C Obrecht, A Grieder et al. Helv. Chim. Acta, 1997, 80(1):65~72. doi: 10.1002/(ISSN)1522-2675
23. [23]
  J L Herrmann, M H Berger, R H Schlessinger. J. Am. Chem. Soc., 1979, 101(6):1544~1549. doi: 10.1021/ja00500a029
24. [24]
  M M Midland, A Tramontano, J R Cable. J. Org. Chem., 1980, 45(1):28~29. doi: 10.1021/jo01289a006
25. [25]
  S Nahm, S M Weinreb. Tetrahed. Lett., 1981, 22(39):3815~3818. doi: 10.1016/S0040-4039(01)91316-4
26. [26]
  J M Mellor, S R Schofield, S R Korn. Tetrahedron, 1997, 53(50):17151~17162. doi: 10.1016/S0040-4020(97)10136-3
27. [27]
  G E H Elgemie, A H Elghandour, H A Ali et al. Synth. Commun., 2002, 32:2245~2253. doi: 10.1081/SCC-120005435
28. [28]
  L A Calvo, A M Gonzalez-Nogal, A Gonzalez-Ortega et al. Tetrahed. Lett., 2001, 42(51):8981~8984. doi: 10.1016/S0040-4039(01)01966-9
29. [29]
  G G Levkovskaya, G V Bozhenkov, L I Larina et al. Russ. J. Org. Chem., 2002, 38(10):1501~1506. doi: 10.1023/A:1022564707537
30. [30]
31. [31]
  (a) A Padwa. 1, 3-Dipolar Cycloaddition Chemistry. New York:Wiley, 1984:Vol. 1, 2; (b) A Padwa. Angew. Chem. Int. Ed., 1976, 15(13):123~136; (c) W Oppolzer. Angew. Chem. Int. Ed., 1977, 16(1):10~23; (d) C Desimoni, G Tacconi, A Baecoet al. Natural Products Synthesis Through Pericyclic Reactions. Washington, D. C:American Chemical Society, 1983:106~107; (e) A R Katritzky. Handbook of Heterocyclic Chemistry. Oxford, UK:Elsevier B.V, 1985:381~389; (f) J Mulzer. Nachr. Chem. Tech. Lab., 1984, 32(10):882~887; (g) J Mulzer. Nachr. Chem. Tech. Lab., 1984, 32(11):961~965.
32. [32]
  V K Aggarwal, J de Vicente, R V Bonnert. J. Org. Chem., 2003, 68(13):5381~5383. doi: 10.1021/jo0268409
33. [33]
  T S Saleh, K Narasimharao, N S Ahmed et al. J. Mol. Catal. A:Chem., 2013, 367:12~22. doi: 10.1016/j.molcata.2012.11.009
34. [34]
  F H C Stewart. Chem. Rev., 1964, 64(2):129~147. doi: 10.1021/cr60228a004
35. [35]
  Z M Li, C W Fan, S H Wang. Chem. J. Chin. Univ., 1996, 17(6):923~924.
36. [36]
  D L Browne, J B Taylor, A Plant et al. J. Org. Chem., 2010, 75(3), 984~987. doi: 10.1021/jo902514v
37. [37]
  V Nair, A T Biju, K Mohanan et al. Org. Lett., 2006, 8(11):2213~2216. doi: 10.1021/ol0604623
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