1-(1-Propylsulfonic)-3-methylimidazolium chloride Brønsted acidic ionic liquid catalyzed one-pot synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives under solvent-free conditions

Subject Areas : Iranian Journal of Catalysis

Sima Abbaspour ¹ (Department of Chemistry, Faculty of science, Islamic Azad University, Rasht Branch, Rasht, Iran.)
Mogharab Torabi Jafroudi ² (Department of Chemistry, Faculty of science, Islamic Azad University, Rasht Branch, Rasht, Iran.)
Shima Haghi ³ (Department of Chemistry, Payame Noor University, Tehran, P.O. Box 19395-4697, Iran.)
Sohan Rezayati ⁴ (Department of Chemistry, Payame Noor University, Tehran, P.O. Box 19395-4697, Iran.)

Received: 2015-07-28 Accepted : 2015-10-30 Published : 2016-06-01

Keywords:

References:

[1] J.D. Holbrey, K.R. Seddon, Clean Prod. Proc. 1 (1999) 233–236.
[2] T. Welton, Chem. Rev. 99 (1999) 2071–2084.
[3] H.L. Ngo, K. LeCompte, L. Hargens, A.B. McEwen, Thermochim. Acta. 357-358 (2000) 97–102.
[4] R.W. Lambert, J.A. Martin, J.H. Merrett, K.E.B. Parkes, PCT Int. Appl. (1997) WO 9706178.
[5] H. Takeshiba, T. Jiyoujima, Japan Tokkyo Koho (1981) JP 56005480.
[6] J.P. Poupelin, G. Saint-Rut, O. Fussard-Blanpin, G. Narcisse, G. Uchida Ernouf, R. Lakroix Eur. J. Med. Chem. 13 (1978) 67–71.
[7] D.C. Neckers, J. Photochem. Photobiol. A 47 (1989) 1-29.
[8] T. Tanaka, Food Chem. Toxicol. 39 (2001) 447–454.
[9] F.M.D. Chequer, V.P. Venancio, M.L.P. Bianchi, L.M.G. Antunes, Food Chem. Toxicol. 50 (2012) 3447–3451.
[10] A. Kumar, S. Sharma, R.A. Maurya, J. Sarkar, J. Comb. Chem. 12 (2010) 20–24.
[11] M. Ahmad, T.A. King, D.K. Ko, B.H. Cha, J. Lee, J. Phys. D: Appl. Phys. 35 (2002) 1473–1476.
[12] C.G. Knight, T. Stephens, Biochem. J. 258 (1989) 683-687.
[13] B. Ravindranath, T.R. Seshadri, Phytochemistry 12 (1973) 2781–2788.
[14] B. Rajitha, B. Sunil Kumar, Y. Thirupathi Reddy, P. Narsimha Reddy, N. Sreenivasulu, Tetrahedron Lett. 46 (2005) 8691–8693.
[15] A. Saini, S. Kumar, J.S. Sandhu, Synlett (2006) 1928–1932.
[16]. M.A. Bigdeli, M.M. Heravi, G.H. Mahdavinia, J. Mol. Catal. A: Chem. 275 (2007) 25–29.
[17] D.W. Knight, P.B. Little, J. Chem. Soc. Perkin Trans. 1. 14 (2001) 1771–1777.
[18] A. Jha, J. Beal, Tetrahedron Lett. 45 (2004) 8999–9001.
[19] G. Casiraghi, G. Casnat, M. Cornia, Tetrahedron Lett. 14 (1973) 679–682.
[20] C.W. Kuo, J.M. Fang, Synth. Commun. 31 (2001) 877–892.
[21] J.Q. Wang, R.G. Harvey, Tetrahedron 58 (2002) 5927–5931.
[22] A.R. Khosropour, M.M. Khodaei, H. Moghannian, Synlett (2005) 955–958.
[23] T.S. Jin, J.S. Zhang, J.C. Xiao, A.Q. Wang, T.S. Li, Synlett (2004) 866–870.
[24] X.S. Wang, D.Q. Shi, Y.L. Li, H. Chen, X.Y. Wei, Z.M. Zong, Synth. Commun. 35 (2005) 97–104.
[25] F. Darvish, S. Balalaei, F. Chadegani, P. Salehi, Synth. Commun. 37 (2007) 1059–1066.
[26] M.A. Pasha, V.P. Jayashankara, Bioorg. Med. Chem. Lett. 17 (2007) 621–623.
[27] L. Nagarapu, S. Kantevari, V.C. Mahankhali, Catal. Commun. 8 (2007)1173–1177.
[28] A. Saini, S. Kumar, J.S. Sandhu, Synlett (2006) 1928–1932.
[29] A. Porcheddu, G. Giacomelli, M. Salaris, J. Org. Chem. 70 (2005) 2163–2361.
[30] A.S. Amarasekara, O.S. Owereh, Ind. Eng. Chem. Res. 48 (2009) 10152–10155
[31] S. Rezayati, S. Sajjadifar, J. Sci. I.R. Iran. 25 (2014) 329–337.
[32] S. Sajjadifar, S. Rezayati, Chem. Pap. 68 (2014) 531–539.
[33] S. Rezayati, R. Hajinasiri, Z. Erfani, Res. Chem. Intermed. DOI: 10.1007/s11164-015-2168-1.
[34] H.S. Haeri, S. Rezayati, E. Rezaee Nezhad, H. Darvishi, Res. Chem. Intermed. DOI: 10.1007/s11164-015-2318-5.
[35] S. Rezayati, F. Sheikholeslami-Farahani, F. Rostami-Charati, S. Afshari Sharif Abad, Res. Chem. Intermed. DOI: 10.1007/s11164-015-2261-5.
[36] S. Rezayati, Z. Erfani, R. Hajinasiri, Chem. Pap. 69 (2015) 536-543.
[37] A. De Andrade Bartolomeu, M.L. De Menezes, L.C. Da Silva Filho, Chem. Pap. 68 (2014) 1593-1600.
[38] J. Venu Madhav, B. Suresh Kuarm, B. Rajitha, Arkivoc II (2008) 204-209.
[39] H.R. Shaterian, A. Hosseinian, M. Ghashang, Turk. J. Chem. 33 (2009) 233–240.
[40] R.J. Sarma, J.B. Baruah, Dyes Pigm. 65 (2005) 91–92.
[41] B. Rajita, B. Sunil Kamar, Y. Thirapathi Reddy, P. Narimha Reddy, N. Sreenivasulu, Tetrahedron Lett. 46 (2005) 8691–8693.
[42] W. Su, D. Yang, C.J. Bo Zhang, Tetrahedron Lett. 49 (2008) 3391–3394.
[43] M. Dabiri, M. Baghbanzadeh, M. Shakouri Nikcheh, E. Arzroomchilar, Bioorg. Med. Chem. Lett. 18 (2008) 436–438.
[44] J.V. Madhav, V.T. Reddy, P.N. Reddy, M.N. Reddy, S. Kuarm, P.A. Crooks, B. Rajitha, J. Mol. Catal. A: Chem. 304 (2009) 85–87.
[45] G. Mohammadi Ziarani, A.R. Badiei, M. Azizi, Sci. Iran. C 18 (2011) 453–457.
[46] J.Z. Karimi, M.M. Hashemi, Monatsh. Chem. 139 (2008) 605–608.
[47] S. Khaksar, N. Behzadi, Chin. J. Catal. 33 (2012) 982–985.
[48] S. Rezayati, Z. Erfani, R. Hajinasiri, Chem. Pap. 69 (2015) 536–543.