An efficient green synthesis of some new 4H-pyrimido[2,1,b]benzimiazoles and 4H-pyrimido[2,1,b]benzothiazoles promoted by guanidinium chloride
Subject Areas : Iranian Journal of Catalysis
Razieh Talaei
1
(Department of Chemistry, Payame Noor University, PO BOX 19395-3697, Tehran, Iran.)
Abolfazl Olyaei
2
(Department of Chemistry, Payame Noor University, PO BOX 19395-3697, Tehran, Iran.)
Keywords:
Abstract :
[1] Y. Xia, Z.Y. Yang, M.J. Hour, S.C. Kuo, P. Xia, K.F. Bastow, Y. Nakanishi, P. Nampoothiri, T. Hackl, E. Hamel, K.H. Lee, Bioorg. Med. Chem. Lett. 11 (2001) 1193-1196.
[2] K.I. Ozaki, Y. Yamada, T. Oine, T. Ishizuka, Y. Iwasawa, J. Med. Chem. 28 (1985) 568-576.
[3] J.G. Buchanan, HZ Sable, Selective Organic Transformations, B.S. Thyagarajan, Ed., Wiley- Interscience, New York 2 (1972) 1-95.
[4] (a) L. Racane, V. Tralic-Kulenovic, S.K. Pavelic, I. Ratkaj, P. Peixoto, R. Nhili, S. Depauw, M.P. Hildebrand, M.H. David-Cordonnier, K.G. Pavelic, Karminski-Zamola, J. Med. Chem. 53 (2010) 2418-2432; (b) Q. Chao, K.G. Sprankle, R.M. Grotzfeld, A.G. Lai, T.A. Carter, A.M. Velasco, R.N. Gunawardane, M.D. Cramer, M.F. Gardner, J. James, P.P. Zarrinkar, H.K. Patel, S.S. Bhagwat, J. Med. Chem. 52 (2009) 7808-7816.
[5] (a) J.J. Wade, C.B. Toso, C.J. Matson, V.L. Stelzer, J. Med. Chem. 26 (1983) 608-611; (b) J.P. Yevich, D.L. Jr. Temple, R.R. Covington, D.A. Owens, R.J. Seidehamel, K.W. Dungan, J. Med. Chem. 25 (1982) 864-868.
[6] (a) V.N. Bhosale, S.P. Vartale, V.K. Deshmukh, S.V. Kuberkar, J. Chem. Pharm. Res. 2 (2010) 51-58; (b) P.K. Sharma, M. Kumar, V. Mohan, Res. Chem. Intermed. 36 (2010) 985-993; (c) H.P. Singh, C.S. Sharma, C.P. Gautam, Middle-East J. Sci. Res. 4 (2009) 203-210.
[7] H.S. Hilal, M.S. Ali-Shtayeh, R. Arafat, T. Al-Tel, W. Voelter, A. Barakat, Eur. J. Med. Chem. 41 (2006) 1017-1024.
[8] (a) G. Trapani, A. Carotti, M. Franco, A. Latrofa, G. Genchi, G. Liso, Eur. J. Med. Chem. 28 (1993) 13-21; (b) G. Trapani, M. Franco, A. Latrofa, G. Genchi, G. Liso, Eur. J. Med. Chem. 27 (1992) 39-44.
[9] A. Shaabani, E. Farhangi, S. Shaabani, Iran. J. Chem. Chem. Eng. 32 (2013) 3-10.
[10] R.G. Puligoundla, S. Karnakanti, R. Bantu, N. Kommub, S.B. Kondra, L. Nagarapu, Tetrahedron Lett. 54 (2013) 2480-2483.
[11] M.M. Heravi, F. Derikvand, L. Ranjbar, Synth. Commun. 40 (2010) 677-685.
[12] A-F.E. Mourad, A.A. Aly, H.H. Farag, E.A. Beshr, Beilstein J. Org. Chem. 3 (2007) 1-5.
[13] G. Mohammadi Ziarani, A. Badiei, Z. Aslani, N. Lashgari, Arabian J. Chem. 8 (2015) 54-61.
[14] N. Lingaiah, H.K. Gaikwad, J.D. Palem, V. Ramineni, B. Rajashaker, B. Sridhar, Synth. Commun. 43 (2013) 93-104.
[15] P.K. Sahu, P.K. Sahu, D.D. Agarwal, RSC Adv. 3 (2013) 9854-9864.
[16] P.K. Sahu, P.K. Sahu, R. Jain, R. Yadav, D.D. Agarwal, Catal. Sci. Technol. 2 (2012) 2465-2475.
[17] P.K. Sahu, P.K. Sahu, J. Lal, D. Thavaselvam, D.D. Agarwal, Med. Chem. Res. 21 (2012) 3826-3834.
[18] H.M. Meshram, A.S. Kumar, G.S. Kumar, A. Swetha, B.C. Reddy, P. Ramesh, Pharma Chem. 4 (2012) 956-960.
[19] G.B. Dharma Rao, B.N. Acharya, S.K. Verma, M.P. Kaushik, Tetrahedron Lett. 52 (2011) 809-812.
[20] S.A. Dake, S.U. Tekale, S.R. Sarda, W.N. Jadhav, S.R. Bhusare, R.P. Pawar, Arkivoc 17 (2008) 241-247.
[21] A.B.Y. Atar, S. Jeong, Y.T. Jeong, Tetrahedron 70 (2014) 5207-5213.
[22] (a) A.P. Davis, K.J. Dempsey, Tetrahedron: Asymmetry 6 (1995) 2829-2840; (b) M.T. Allingham, A. Howard-Jones, P.J. Murphy, D.A. Thomas, P.W.R. Caulkett, Tetrahedron Lett. 44 (2003) 8677-8680.
[23] A. Alizadeh, M.M. Khodaei, G. Abdi, S. Ghouzivand, M. Fakhari, M. Beygzadeh, A.H. Fallah, Iran. J. Catal. 5 (2015) 261-268.
[24] (a) M. Sadeghpour, A. Olyaei, J. Lotfiyan, F. Rajabi, Synth. Commun. 45 (2015) 1311-1320; (b) A. Olyaei, M. Ghodrat Alidoust, Synth. Commun. 45 (2015) 94-104; (c) A. Olyaei, M. Karbalaei Karimi, R. Razeghi, Tetrahedron Lett. 54 (2013) 5730-5733; (d) A. Olyaei, M. Vaziri, R. Razeghi, Tetrahedron Lett. 54 (2013) 1963-1966.
[25] M.M. Heravi, L. Ranjbar, F. Derikvand, B. Alimadadi, H.A. Oskooie, F.F. Bamoharram, Mol. Divers. 12 (2008) 181-185.
[26] G. Krishnamurithy, K.V. Jagannath, J. Chem. Sci. 125 (2013) 807-811.
[27] A. Shaabani, E. Farhangi, A. Rahmati, Comb. Chem. High Throughput Screening 9 (2006) 771-776.
