5-sulfosalicylic acid as an efficient organocatalyst for environmentally benign synthesis of 2-substituted benzimidazoles

Subject Areas : Iranian Journal of Catalysis

Chandrakant Bhenki ¹ (Department of Chemistry, Rajaram College, Kolhapur 416004, India.)
Shrikrishna Karhale ² (Department of Chemistry, Rajaram College, Kolhapur 416004, India.)
Vasant Helavi ³ (Department of Chemistry, Rajaram College, Kolhapur 416004, India.)

Received: 2016-10-02 Accepted : 2016-10-27 Published : 2016-12-01

Keywords:

References:

[1] H.A. Barker, R.D. Smyth, H. Weissbach, J.I. Toohey, J.N. Ladd, B.E. Volcani, J. Biolog. Chem. 235 (1960) 480-488.
[2] C. Mukhopadhyay, S. Ghosh, S. Sengupta, S. De, RSC Adv. 1 (2011) 1033-1037.
[3] S. Demirayak, I. Kayagil, L. Yurttas, Eur. J. Med. Chem. 46 (2011) 411-416.
[4] N. Singh, A. Pandurangan, K. Rana, P. Anand, A. Ahmad, A. Tiwari, Int. Curr. Pharm. J. 1 (2012) 119-127.
[5] S. Bhattacharya, P. Chaudhuri, Curr. Med. Chem. 15 (2008) 1762-1777.
[6] M. Boiani, M. Gonzalez, Mini Rev. Med. Chem. 5 (2005) 409-424.
[7] D.A. Horton, G.T. Bourne, M.L. Smythe, Chem. Rev. 103 (2003) 893-930.
[8] A.R. Porcari, R.V. Devivar, L.S. Kucera, J.C. Dreach, L.B. Townsend, J. Med. Chem. 41 (1998) 1252- 1262.
[9] M.T. Migawa, J.L. Girardet, J.A. Walker, G.W. Koszalka, S.D. Chamberjain, J.C. Townsend, J. Med. Chem. 41 (1998) 1242-1251.
[10] I. Tamm, K. Folkers, C.H. Shunk, F.L. Horsfall, J. Exp. Med. 99 (1954) 227-250.
[11] S. Karhale, K. Patil, C. Bhenki, G. Rashinkar, V. Helavi, Res. Chem. Intermed. 42 (2016) 7257-7268.
[12] K. Bahrami, M.M. Khodaei, F. Naali, J. Exp. Nanosci. 11 (2016) 148-160.
[13] P.L. Reddy, R. Arundhathi, M. Tripathi, D.S. Rawat, RSC Adv.6 (2016) 53596-53601.
[14] S. Majumdar, M. Chakraborty, N. Pramanik, D.K. Maiti, RSC Adv. 5 (2015) 51012-51018.
[15] M. Bala, P.K. Verma, D. Sharma, N. Kumar, B. Singh, Mol. Divers. 19 (2015) 263-272.
[16] V.A. Cardozo, R. Sanchez-Obregon, H. Salgado-Zamora, R. Jimenez-Juarez, Monatsh. Chem. 146 (2015) 1335-1337.
[17] E. Soleimani, M.M. Khodaei, H. Yazdani, P. Saei, J.Z. Reza, J. Iran. Chem. Soc. 12 (2015) 1281-1285.
[18] A.R. Momeni, H.A. Samimi, R. Jahanian, Iran. J. Catal. 2 (2012) 141-145.
[19] A.R. Momeni, S. Bagheri, Iran. J. Catal. 2 (2012) 31-35.
[20] G. Ahmadi‐Ana, S. Mohammad, M. Baghernejad, K. Niknam, Chin. J. Chem. 30 (2012) 517-521.
[21] K. Niknam, M.A. Zolfigol, N. Safikhani, Synth. Commun. 38 (2008) 2919-2928.
[22] K.U. Sadek, F. Al-Qalaf, R.A. Mekheimer, M.H. Elnagdi, Arab. J. Chem. 5 (2012) 63-66.
[23] L.S. Gadekar, B.R. Arbad, M.K. Lande, Chin. Chem. Lett. 21 (2010) 1053-1056.
[24] C. Mukhopadhyay, P. K. Tapaswi, Tetrahedron Lett. 49 (2008) 6237-6240.
[25] A. Hegedus, Z. Hell, A. Potor, Synth. Commun. 36 (2006) 3625-3630.
[26] P. Gogoi, D. Konwar, Tetrahedron Lett. 47 (2006) 79-82.
[27] M. Curini, F. Epifano, F. Montanari, O. Rosati, S. Taccone, Synlett 10 (2004) 1832-1834.
[28] C.T. Brain, S.A. Brunton, Tetrahedron Lett. 43 (2002) 1893-1895.
[29] P.I. Dalko, Enantioselective Organocatalysis: Reactions and Experimental Procedures, (ed), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany, 2007.
[30] A. Dondoni, A. Massi, Angew. Chem. Int. Ed. 47 (2008) 4638-4660.
[31] C. Zhong, X. Shi, Eur. J. Org. Chem. 2010 (2010) 2999-3025.
[32] S. Khaksar, S.M. Vahdat, R.N. Moghaddamnejad, Monatsh. Chem. 143 (2012) 1671-1674.
[33] K. Bougrin, A. Loupy, M. Soufiaoui, Tetrahedron 54 (1998) 8055-8064.
[34] K. Bahrami, M.M. Khodaei, A. Nejati, Green Chem. 12 (2010) 1237-1241.
[35] H. Sharghi, O. Asemani, R. Khalifeh, Synth. Commun. 38 (2008) 1128-1136.
[36] M.T. Maghsoodlou, N. Hazeri, M. Lashkari, F.N. Shahrokhabadi, B. Naghshbandi, M. Kazemi-doost, M. Rashidi, F. Mir, M. Kangani, S. Salahi, Res. Chem. Intermed. 41 (2015) 6985-6997.
[37] C. Mukhopadhyay, P.K. Tapaswi, R.J. Butcher, Aust. J. Chem. 62 (2009) 140-144.
[38] J. Lu, B. Yang, Y. Bai, Synth. Commun. 32 (2002) 3703-3709.
[39] D. Saha, A. Saha, B.C. Ranu, Green Chem. 11 (2009) 733-737.
[40] A.T. Khan, T. Parvin, L.H. Choudhury, Synth. Commun. 39 (2009) 2339-2346.
[41] G. Brahmachari, S. Laskar, P. Barik, RSC Adv. 3 (2013) 14245-14253.
[42] M.L. Alapati, S.R. Abburi, S.B. Mukkamala, M.K. Rao, Synth. Commun. 45 (2015) 2436-2443.