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http://dx.doi.org/10.5012/bkcs.2009.30.9.1963

L-Proline as an Efficient Catalyst for the Synthesis of 2,4,5-Triaryl-1H-Imidazoles  

Shitole, Nana V. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University)
Shelke, Kiran F. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University)
Sonar, Swapnil S. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University)
Sadaphal, Sandip A. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University)
Shingate, Bapurao B. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University)
Shingare, Murlidhar S. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University)
Publication Information
Bulletin of the Korean Chemical Society / v.30, no.9, 2009 , pp. 1963-1966 More about this Journal
Abstract
L-Proline has been found to be an efficient organocatalyst for one-pot synthesis of 2,4,5-triaryl substituted imidazole by the reaction of an aldehyde, a benzil and an ammonium acetate. The short reaction time and excellent yields making this protocol practical and economically attractive.
Keywords
L-Proline; 2,4,5-Triaryl substituted imidazoles; Aromatic aldehydes; Ammonium acetate; Benzil;
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
Times Cited By Web Of Science : 5  (Related Records In Web of Science)
Times Cited By SCOPUS : 4
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1 Bahmanyar, S.; Houk, K. N. J. Am. Chem. Soc. 2001, 123, 11273   DOI   ScienceOn
2 Grogee, H.; Wilken, J. Angew. Chew. Int. Ed. 2001, 40, 529   DOI   ScienceOn
3 List, B.; Pojarliev, P.; Castello, C. Org. Lett. 2001, 3, 573   DOI   ScienceOn
4 Sharma, S. D.; Hazarika, P.; Konwar, D. Tetrahedron Lett. 2008, 49, 2216   DOI   ScienceOn
5 Sadaphal, S. A.; Markhele, V. M.; Sonar, S. S.; Shingare, M. S. J. Korean Chemical Soc. 2008, 52, 454   DOI   ScienceOn
6 Pawar, S. S.; Dekhane, D. V.; Shingare, M. S.; Thore, S. N. Tetrahedron Lett. 2008, 49, 4252   DOI   ScienceOn
7 Sadaphal, S. A.; Shelke, K. F.; Sonar, S. S.; Shingare, M. S. Central Euro. J. Chem. 2008, 6, 622   DOI   ScienceOn
8 Sonar, S. S.; Kategaonkar, A. H.; Ware, M. N.; Gill, C. H.; Shingate, B. B.; Shingare, M. S. Arkivoc 2009, ii, 138
9 Shelke, K. F.; Sapkal, S. B.; Sonar, S. S.; Madje, B. R.; Shingate, B. B.; Shingare, M. S. Bull. Korean Chem. Soc. 2009, 30, 1057   DOI   ScienceOn
10 Li, G. I.; Zhao, G. J. Org. Chem. 2005, 70, 4272   DOI   ScienceOn
11 Bahmanyar, S.; Houk, K. N.; Matin, H. J.; List, B. J. Am. Chem. Soc. 2003, 125, 2475   DOI   ScienceOn
12 Borah, B. M.; Das, G. Tetrahedron Lett. 2006, 47, 3135   DOI   ScienceOn
13 Yanagisawa, A.; Nakamura, Y.; Arai, T. Tetrahedron: Asymmetry 2004, 15, 1909   DOI   ScienceOn
14 Varala, R.; Nasreen, A.; Enugala, R.; Adapa, S. R. Tetrahedron Lett. 2007, 48, 69   DOI   ScienceOn
15 Arno, M.; Domingo, L. R. Theor. Chem. Acc. 2002, 108, 232   DOI   ScienceOn
16 Bahmanyar, S.; Houk, K. N. J. Am. Chem. Soc. 2001, 123, 12911   DOI   ScienceOn
17 Sharma, S. D.; Hazarika, P.; Konwar, D. Tetrahedron Letters 2008, 49, 2216   DOI   ScienceOn
18 Mizuno, N.; Misono, M. Chem. Rev. 1998, 98, 199   DOI   ScienceOn
19 Notz, W.; Tanaka, F.; Barbas, C. F., III. Acc. Chem. Res. 2004, 37, 580   DOI   ScienceOn
20 Dalko, P. I.; Moisan, L. Angew. Chem, Int. Ed. 2004, 43, 5138   DOI   ScienceOn
21 Lacoste, E. Synlett 2006, 12, 1973   DOI   ScienceOn
22 Wang, Y.; Shang, Z. C.; Wu, T. X.; Fan, J. C.;Chen, X. J. Mol. Catal. A: Chem. 2006, 253, 212   DOI   ScienceOn
23 Varala, R.; Ramu, E.; Sreelatha, N.; Adapa, S. R. Tetrahedron Lett. 2006, 476, 877   DOI   ScienceOn
24 Srinivasan, M.; Perumal, S.; Selvaraj, S. Arkivoc 2005, xi, 201   DOI   ScienceOn
25 Sabitha, G.; Fatima, N.; Reddy, E. V.; Yadav, J. S. Adv. Synth. Catal. 2005, 347, 1353   DOI   ScienceOn
26 Dodda, R.; Zhao, C. G. Synthesis 2006, 19, 3238
27 Varala, R.; Adapa, S. R. Org. Proc. Res. Dev. 2005, 9, 853   DOI   ScienceOn
28 An, Z.; Zhang, W.: Shi, H.; He, J. Journal of Catalysis 2006, 241, 319-327   DOI   ScienceOn
29 Karade, N. N.; Budhewar, V. H.; Shinde, S. V.; Jadhav, W. N. Lett. in Org. Chem. 2007, 4, 16   DOI   ScienceOn
30 Heravi, M. M.; Bakhtiari, K.; Oskooie, H. A.; Taheri, S. J. Mol. Catal. A: Chem. 2007, 263, 279   DOI   ScienceOn
31 Siddiqui, S. A.; Narkhede, U. G.; Palimkar, S. S.; Daniel, T.; Lahoti, R. J.; Srinivasan, K. V. Tetrahedron 2005, 61, 3539   DOI   ScienceOn
32 Kidwai, M.; Mothsra, P.; Bansal, V.; Goyal, R. Mont. Fur. Chem. 2006, 137, 1189   DOI   ScienceOn
33 Sangshetti, J. N.; Kokare, N. D.; Kothakar, S. A.; Shinde, D. B. Mont. Fur. Chem. 2008, 139, 125   DOI   ScienceOn
34 Wang, L. W.; Wang, Y. H.; Tian, H.; Yao, Y. F.; Shao, J. H.; Liu, B. J. Fluorine Chem. 2006, 127, 1570   DOI   ScienceOn
35 Grimmett, M. R. In Comperhensive Hetercyclic Chemistry; Kattritzky, A. R.; Rees, C. W., Eds.; Pergamon: New York, 1984, 5, 457   DOI   ScienceOn
36 Wolkenberg, S. E.; Winoski, D. D.; Leister, W. H.; Wang, Y.; Zhao, Z.; Lindsley, C. W. Org. Lett. 2004, 6, 1453   DOI   ScienceOn
37 Kidwai, M.; Saxena, S.; Ruby.; Rastogi, S. Bull. Korean Chem. Soc. 2005, 26, 2051   DOI   ScienceOn
38 Khodaei, M. M.; Bahrami, K.; Kavianinia, I. J. J. Chin. Chem. Soc. 2007, 54, 829   DOI
39 Mohammadi1, A. A.; Mivechi, M.; Kefayati, H. Monatsh Chem. 2008, 139, 935   DOI   ScienceOn
40 Lambardino, J. G.; Wiseman, E. H. J. Med .Chem. 1974, 17, 118
41 Brimblecombe, R. W.; Duncan, W. A. M.; Durant, G. J.; Emmett, J. C.; Ganellin, C. R.; Parons, M. E. J. Int. Med. Res. 1975, 3, 386
42 Bourissou, D.; Guerret, O.; Ggabbai, F. T.; Bertrand, G. Chem. Rev. 2000, 100
43 Tanigawara, Y.; Aoyama, N.; Kita, T.; Shirakawa, K.; Komada, F.; Kasuga, M.; Okumura, K. Clin Pharmacol. Ther. 1999, 66, 528   DOI   ScienceOn
44 Heers, J.; Backx, L. J. J.; Mostmans, J. H.; Van Custsem, J. J. Med. Chem. 1979, 22, 1003   DOI
45 Wasserscheid, P.; Keim, W. Angew Chem. Int. Ed. 2000, 39, 37872
46 Satoru, I. Jap. Pat. 1989, 01, 117, 867.
47 Radziszewski, B. Chem. Ber. 1882, 15, 1493   DOI
48 Grimmett, M. R. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R.; Rees, C. W.; Scriven, E. F. V., Eds.; Pergamon: New York, 1996, 3, 77   DOI
49 Balalaie, S.; Arabanian, A.; Hashtroudi, M. S. Mont. Fur. Chem. 2000, 131, 945   DOI
50 Sharam, G. V. M.; Jyothi, Y.; Lakshimi, P. S. Synth. Commun. 2006, 36, 2991   DOI   ScienceOn
51 Satoru, I., Chem. Abstr. 1989, 111, 214482   DOI