[KSCI] Korea Science Citation Index Service

http://dx.doi.org/10.5012/bkcs.2009.30.7.1628

One Pot Microwave Promoted Synthesis of 2-Aryl-1H-Benzimidazoles Using Sodium Hydrogen Sulfite

Lopez, Simon E. (Laboratory of Heterocycles and Medicinal Chemistry, Department of Chemistry, Universidad Simon Bolivar)
Restrepo, Jelem (Laboratory of Heterocycles and Medicinal Chemistry, Department of Chemistry, Universidad Simon Bolivar)
Perez, Bianca (Laboratory of Heterocycles and Medicinal Chemistry, Department of Chemistry, Universidad Simon Bolivar)
Ortiz, Shelby (Laboratory of Heterocycles and Medicinal Chemistry, Department of Chemistry, Universidad Simon Bolivar)
Salazar, Jose (Laboratory of Heterocycles and Medicinal Chemistry, Department of Chemistry, Universidad Simon Bolivar)

Publication Information

Bulletin of the Korean Chemical Society / v.30, no.7, 2009 , pp. 1628-1630 More about this Journal

Abstract

Keywords

Benzimidazoles; Sodium hydrogen sulfite; Microwave irradiation; o-Phenylenediamine;

Citations & Related Records

Times Cited By Web Of Science : 4 (Related Records In Web of Science)
Times Cited By SCOPUS : 5

Reference
Cited By SCOPUS

1	Navarrete-Vasquez, G.; Moreno-Diaz, H.; Estrado-Soto, S.; Torres-Piedra, M.; Leon-Rivera, I.; Tlahuext, H.; Munoz-Muniz, O.; Torres-Gomez, H. Synth. Commun. 2007, 37, 2815 DOI ScienceOn
2	Itoh, T.; Nagata, K.; Ishikawa, H.; Ohsawa, A. Heterocycles 2004, 63, 2769 DOI ScienceOn
3	Fukuhara, T.; Hasegawa, C.; Hara, S. Synthesis 2007, 1528
4	Lin, S.; Yang, L. Tetrahedron Lett. 2005, 46, 4315 DOI ScienceOn
5	Gogoi, P.; Konwar, D. Tetrahedron Lett. 2006, 47, 79 DOI ScienceOn
6	Yang, D.; Fokas, D.; Li, J.; Yu, L.; Baldino, C. M. Synthesis 2005, 47
7	Bahrami, K.; Khodaei, M. M.; Kavianinia, I. Synthesis 2007, 547
8	Lopez, S. E.; Rosales, M. E.; Urdaneta, N.; Godoy, M. V.; Charris, J. E. J. Chem. Res. (S) 2000, 258
9	Lee, K. H.; Fokas, D.; Li, J.; Yu, L.; Baldino, C. M. J. Med. Chem. 2000, 43, 1257 DOI ScienceOn
10	Belomestnykh, I. P.; Rozhdestvenskaya, N. N.; Isagulyants, G. V. Khimiya Geterotsiklicheskikh Soedinenii 1994, 802. Chem. Abstr. 122:31287
11	Tibilov, S. G.; Lobachev, L. V.; Poletaeva, G. N. Khimicheskaya Promyshlennost (Moscow) 1995, 107. Chem. Abstr. 125:14579
12	Sluka, J. Coll. Czch. Chem. Commun. 1981, 46, 2703 DOI
13	Lewis, J. C.; Berman, A. M.; Bergman, R. G.; Ellmann, J. A. J. Am. Chem. Soc. 2008, 130, 2493 DOI ScienceOn
14	Du, L.-H.; Wang, Y.-G. Synthesis 2007, 675
15	Sahu, D. P.; Ponnala, S. Synth. Commun. 2006, 36, 2189 DOI ScienceOn
16	Prokopcova, H.; Kappe, O. J. Org. Chem. 2007, 72, 4440 DOI ScienceOn
17	Bhatnagar, I.; George, M. V. Tetrahedron 1968, 24, 1293 DOI ScienceOn
18	Lee, I.-S. H.; Kil, H. J.; Jik, Y. R. J. Phys. Org. Chem. 2007, 20, 484 DOI ScienceOn
19	vanden Enynde, J. J.; Delfosse, F.; Lor, P.; van Harverbeke, Y. Tetrahedron 1995, 51, 5813 DOI ScienceOn
20	Lee, K. J.; Janda, K. D. Can. J. Chem. 2001, 79, 1556 DOI ScienceOn
21	Patzold, F.; Zeuner, F.; Heyer, T. H.; Niclas, H. J. Synth. Commun. 1992, 22, 281 DOI
22	Chikashita, H.; Nishida, S.; Miyasaki, M.; Morita, Y.; Itoh, K. Bull. Chem. Soc. Jpn. 1987, 60, 737 DOI
23	Breaulieu, P. L.; Hache, B.; von Moos, E. Synthesis 2003, 22, 1683
24	Stephens, F. F.; Bower, J. D. J. Chem. Soc. 1949, 2971
25	Weidner-Wells, M. A.; Ohemerg, K. A.; Nguyen, V. N.; Fraga-Spano, S.; Macielag, M. J.; Werblood, H. M.; Foleno, B. D.; Webb, G. C.; Barrett, J. F.; Hlasta, D. J. Bioorg. Med. Chem. Lett. 2001, 11, 1545 DOI ScienceOn
26	Austen, S. C.; Kane, J. M. J. Heterocycl. Chem. 2001, 38, 979 DOI ScienceOn
27	Ridley, H. F.; Spickett, R. G. W.; Timmis, G. M. J. Heterocycl. Chem. 1965, 2, 453 DOI
28	Neelakantan, L.; Hartung, W. H. J. Org. Chem. 1959, 24, 1943 DOI
29	Ries, U. J.; Mihm, G.; Narr, B.; Hasselbach, K. M.; Wittneben, H.; Entzeroth, M.; van Meel, J. C. A.; Wienen, W.; Hauel, N. H. J. Med. Chem. 1993, 36, 4040 DOI ScienceOn
30	Lombardy, R. L.; Tanious, F. A.; Ramachardran, K.; Tidwell, R. R.; Wilson, W. D. J. Med. Chem. 1996, 39, 1452 DOI ScienceOn
31	Wang, R.; Lu, X.-X.; Yu, X.-Q.; Shi, L.; Sun, Y. J. Mol. Cat. A: Chem. 2007, 266, 198 DOI ScienceOn
32	Grimmet, M. R. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R.; Rees, C. W., Eds.; Pergamon Press: Oxford, 1984; Vol. 5, p 457
33	Hisano, T.; Ichikawa, M.; Tsumoto, K.; Tasaki, M. Chem. Pharm. Bull. 1982, 30, 2996 DOI
34	Tidwell, R. R.; Geratz, J. D.; Dann, O.; Volz, G.; Zeh, D.; Loewe, H. J. Med. Chem. 1978, 21, 613 DOI
35	Failey, T. A.; Tidwell, R. R.; Donkor, I.; Naiman, N. A.; Ohemeng, K. A.; Lombardy, R. J.; Bentley, J. A.; Cory, M. J. Med. Chem. 1993, 36, 1746 DOI ScienceOn
36	Dubey, P. K.; Ratnam, C. V. Indian J. Chem. Sect. B: Org. Chem. Incl. Med. Chem. 1979, 18, 428
37	Yadagiri, B.; Lown, J. W. Synth. Commun. 1990, 20, 955 DOI ScienceOn
38	Harapanhalli, R. S.; McLaughlin, L. W.; Howell, R. W.; Rao, D. V.; Adelstein, S. J.; Kassis, A. I. J. Med. Chem. 1996, 39, 4804 DOI ScienceOn
39	Kumar, S.; Kansal, V.; Bhaduri, A. Indian J. Chem. Sect. B: Org. Chem. Incl. Med. Chem. 1991, 20, 254
40	Verner, E.; Katz, B. A.; Spencer, J. R.; Allen, D.; Hataye, J.; Hruzewicz, W.; Hui, H. C.; Kolesnikov, A.; Li, Y.; Luong, C.; Martelli, A.; Radika, K.; Rai, R.; She, M.; Schrader, W.; Sprengeler, P. A.; Trapp, S.; Wang, J.; Young, W. B.; Mackman, R. L. J. Med. Chem. 2001, 44, 2753 DOI ScienceOn
41	White, A. W.; Curtin, N. J.; Eastman, B. W.; Golding, B. T.; Hostomsky, Z.; Kyle, S.; Maegley, K. A.; Skalitzki, D. J.; Webber, S. E.; Yu, X.-H.; Griffin, R. J. Bioorg. Med. Chem. Lett. 2004, 14, 2433 DOI ScienceOn
42	Lee-Dutra, A.; Arienti, K. L.; Buzard, D. J.; Hack, M. D.; Khatuya, H.; Desai, P. J.; Nguyen, S.; Thurmond, R. L.; Karlsson, L.; Edwards, J. P.; Breitenbucher, J. G. Bioorg. Med. Chem. Lett. 2006, 16, 6043 DOI ScienceOn
43	Cedillo-Rivera, R.; Munoz, O. J. Med. Microbiol. 1992, 37, 221 DOI
44	Seyhan, E.; Sultan, N.; Nilgun, A.; Noyanalpan, N. Arzneimittel Forschung 1997, 47, 410
45	G $\ddot{u}$ ng $\ddot{o}$ r, T.; Fouquet, A.; Teulon, J.-M.; Provost, D.; Cazes, M.; Cloarec, A. J. Med. Chem. 1992, 35, 4455 DOI
46	Denny, W. A.; Rewcastle, G. W.; Baguley, B. C. J. Med. Chem. 1990, 33, 814 DOI

12	Jelem Restrepo. (2011) Phosphorus, Sulfur, and Silicon and the Related Elements -1,2,4-Benzothiadiazine 1,1-Dioxide Derivatives / 186 (12) , 2311
23	Yong Kim. (2011) The Journal of Organic Chemistry Copper-Catalyzed, One-Pot, Three-Component Synthesis of Benzimidazoles by Condensation and C–N Bond Formation / 76 (23) , 9577
2	Nilesh S. Kanhe. (2013) Journal of the Iranian Chemical Society Micron-particulate crystalline hexagonal aluminium nitride: a novel, efficient and versatile heterogeneous catalyst for the synthesis of some heterocyclic compounds / 10 (2) , 243
2090-5157	Vyankat A. Sontakke. (2013) ISRN Organic Chemistry A Simple, Efficient Synthesis of 2-Aryl Benzimidazoles Using Silica Supported Periodic Acid Catalyst and Evaluation of Anticancer Activity / 2013 (2090-5157) , 1
10	Farhad Shirini. (2015) Research on Chemical Intermediates Preparation, characterization, and application of 1,1′-disulfo-[2,2′-bipyridine]-1,1′-diium chloride ionic liquid as an efficient catalyst for the synthesis of benzimidazole derivatives / 41 (10) , 7683
11	Navjeet Kaur. (2015) Synthetic Communications -Heterocycles / 45 (11) , 1269
36	Debora Pereira Araujo. (2015) RSC Adv. Efficient sodium bisulfite-catalyzed synthesis of benzothiazoles and their potential as ureases inhibitors / 5 (36) , 28814
2	Mahnaz Shamsi-Sani. (2016) Research on Chemical Intermediates Synthesis of benzimidazole and quinoxaline derivatives using reusable sulfonated rice husk ash (RHA-SO3H) as a green and efficient solid acid catalyst / 42 (2) , 1091
67	(2017) RSC Adv. A green approach to the synthesis of a nano catalyst and the role of basicity, calcination, catalytic activity and aging in the green synthesis of 2-aryl bezimidazoles, benzothiazoles and benzoxazoles / 7 (67) , 42000
02682605	(2018) Applied Organometallic Chemistry nanocatalyst-mediated white tea extract / (02682605) , e3934
1336-9075	(2017) Chemical Papers An efficient NaHSO3-promoted protocol for chemoselective synthesis of 2-substituted benzimidazoles in water / (1336-9075)
7	(2009) Synthetic communications Camphor sulfonic acid catalyzed a simple, facile, and general method for the synthesis of 2-arylbenzothiazoles, 2-arylbenzimidazoles, and 3H-spiro[benzo[d]thiazole-2,3′-indolin]-2′-ones at / 51 (7) , 1100
50	Simon E. Lopez. (2009) ChemInform ChemInform Abstract: One-Pot Microwave Promoted Synthesis of 2-Aryl-1H-benzimidazoles Using Sodium Hydrogen Sulfite. / 40 (50)
10	Sandip B. Rathod. (2009) Bulletin of the Korean Chemical Society Synthesis, Characterization and Catalytic Application of MoO<SUB>3</SUB>/CeO<SUB>2</SUB>-ZrO<SUB>2</SUB> Solid Heterogeneous Catalyst for the Synthesis of Benzimidazole Derivatives / 31 (10) , 2835
5	Ranjith. P. Karuvalam. (2009) 대한화학회지 Tetra Butyl Ammonium Chloride Catalyzed Synthesis of Substituted Benzimidazoles under Microwave Conditions / 54 (5) , 589
4	Behrooz Mirza. (2009) Synthetic communications CuBr-Catalyzed Oxidation/Coupling: An Efficient and Applicable Strategy for the Synthesis of 2-Aryl Benzimidazoles from 1-Fluoro-2-nitrobenzene and Benzylamines / 45 (4) , 524
1	(2009) Journal of heterocyclic chemistry Reevaluating the synthesis of 2,5‐disubstituted‐1 H ‐benzimidazole derivatives by different green activation techniques and their biological activity as antifungal and antimicrobi / 57 (1) , 436

1	Tetra Butyl Ammonium Chloride Catalyzed Synthesis of Substituted Benzimidazoles under Microwave Conditions / [Karuvalam, Ranjith. P.;Siji, M.;Divia., N.;Haridas, Karickal. R.;] / Journal of the Korean Chemical Society
2	Synthesis, Characterization and Catalytic Application of MoO₃/CeO₂-ZrO₂ Solid Heterogeneous Catalyst for the Synthesis of Benzimidazole Derivatives / [Rathod, Sandip B.;Lande, Machhindra K.;Arbad, Balasaheb R.;] / Bulletin of the Korean Chemical Society

1	/ Bulletin of the Korean Chemical Society
2	/ Journal of Organic Chemistry