Mild Brønsted basic ionic liquids catalyzed three component synthesis of pyrazolo[1,2-a][1,2,4]triazole-1,3-dione and 2-amino-3-cyano-5,10- dioxo-4-phenyl-5,10-dihydro-4H-benzo[g]chromene derivatives

Scientia Iranica

Volumn 20, Issue 3, 2013, Pages 571-579

  Shaterian, H R ^a   Kangani, M ^a  

^a UNIVERSITY OF SISTAN AND BALUCHESTAN   (Iran)

Author keywords

2 hydroxyethylammonium acetate; 2 hydroxyethylammonium formate; Catalyst; Ionic liquids

Indexed keywords

CATALYSTS;

2-HYDROXYETHYLAMMONIUM ACETATE; 2-HYDROXYETHYLAMMONIUM FORMATE; BASIC IONIC LIQUID; CATALYTIC AMOUNTS; CHROMENE DERIVATIVES; SOLVENT FREE CONDITIONS; THREE COMPONENT; THREE COMPONENT REACTIONS;

IONIC LIQUIDS;

CATALYSIS; CATALYST; CHEMICAL COMPOUND; SOLVENT; TEMPERATURE EFFECT;

EID: 84888339325     PISSN: 10263098     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.scient.2012.11.019     Document Type: Article

References (14)

1. Zhao, D., Wu, M., Kou, Y. and Min, E. Ionic liquids: applications in catalysis, Catal. Today, 74, pp. 157-159 (2002).
2. Lu, W., Fadaev, A.G., Qu, B., Smela, E., Mattes, B.R., Ding, J., Spinks, G.M., Mazurkiewicz, J., Zhou, D., Wallace, G.G., MacFarlane, D.R., Forsyth, S.A. and Forsyth, M. Use of ionic liquids for pi-conjugated polymer electrochemical devices, Science, 297, pp. 287-983 (2002).
3. Miao, W.W. and Chan, T.H. Ionic-liquid-supported synthesis: a novel liquid-phase strategy for organic synthesis, Acc. Chem. Res., 39, pp. 897-908 (2006).
4. Ying, A.G., Chen, X.Z., Ye, W.D., Zhang, D.F., Liu, L. and Chen, J.H. DBU drived ionic liquids and their application in organic synthetic reactions, Prog. Chem., 20, pp. 1642-1650 (2008).
5. Bicak, N. A new ionic liquid: 2-hydroxyethylammonium formate, J. Mol. Liq., 116, pp. 15-18 (2005).
6. Martins, M.A.P., Frizzo, C.P., Moreira, D.N., Zanatta, Nilo. and Bonacorso, H.G. Ionic liquids in heterocyclic synthesis, Chem. Rev., 108, pp. 2015-2050 (2008).
7. Shaterian, H.R., Yarahmadi, H. and Ghashang, M. Silica supported perchloric acid (HClO4-SiO2): an efficient and recyclable heterogeneous catalyst for the one-pot synthesis of amidoalkyl naphthols, Tetrahedron, 64, pp. 1263-1269 (2008).
8. Shaterian, H.R., Honarmand, M. and Oveisi, A.R. Multicomponent synthesis of 3,5-diaryl-2,6-dicyanoanilines under thermal solvent-free conditions, Monatsh. Chem., 560, pp. 141-557 (2010).
9. Shaterian, H.R. and Oveisi, A.R. A simple green approach to the synthesis of 2-amino-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile derivatives catalyzed by 3-hydroxypropanaminium acetate (HPAA) as a new ionic liquid, J. Iran. Chem. Soc. 8,545-552 (2011)
10. Shaterian, H.R., Hossienian, A. and Ghashang, M. Ferric hydrogen sulfate as an efficient heterogeneous catalyst for environmentally friendly greener synthesis of 1,8-Dioxo-octahydroxanthenes, Turk. J. Chem., 2, pp. 233-240 (2009).
11. Azarifar, D. and Nejat Yami, R. Ultrasonic-assisted one pot synthesis of pyrazolo[1,2-a] [1,2,4]triazole-1,3-diones, Heterocycles, 81, pp. 2063-2073 (2010).
12. Shaabani, A., Ghadari, R., Ghasemi, S., Pedarpour, M., Rezayan, A.H., Sarvary, A. and Weng Ng, S. Novel one-pot three- and pseudofive- component reactions: synthesis of functionalized benzo [g]- and dihydropyrano [2,3-g]chromene derivatives, J. Comb. Chem., 11, pp. 956-959 (2009).
13. Changsheng, Y., Chenxia, Y., Tuanjie, L.I. and Shujiang, T. An efficient synthesis of 4H-benzo [g]chromene-5,10-dione derivatives through triethylbenzylammonium chloride catalyzed multicomponent reaction under solvent-free conditions, Chin. J. Chem., 27, pp. 1989-1994 (2009).
14. Khurana, J.M., Nand, B. and Saluja, P. DBU: a highly efficient catalyst for one-pot synthesis of substituted 3,4-dihydropyrano[3,2-c]chromenes, dihydropyrano [4,3-b]pyranes, 2-amino-4H-benzo [h]chromenes and 2- amino-4H-benzo [g]chromenes in aqueous medium, Tetrahedron, 66, pp. 5637-5641 (2010).