Document Type: Original Article

Authors

Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran

Abstract

Silica supported 1-(2-(sulfooxy)ethyl)pyridin-1-ium chloride has been explored as highly efficient catalyst for reactions under mild and green conditions for the synthesis of quinoxaline derivatives. The green and mild methods offer appealing attributes such as use of a recyclable, use of EtOH as green solvent and 60 °C condition, short reaction times, a simple workup and high yield of the products.

Graphical Abstract

Keywords

Main Subjects

[1].  Sajjadifar S., Azizkhania V., Pal K., Jabbari H., Pouralimardan O., Divsar F., Mohammadi-Aghdam S., Amini I., Hamidi H., Chem. Methodol., 2019, 3:226

[2].  González M., Cerecetto H., Expert Opin. Ther. Pat., 2012, 22:1289

[3].  Zhang L., Qiu, B., Wang, Z., Li J., Zhang Y., Liu J., Li J., Shen J. Molecules, 2006, 11:98995

[4].  Guo W.X., Jin H.L., Chen J.X., Chen F., Ding J.C., Wu H.C. J. Braz. Chem. Soc., 2009, 20:1674

[5].  Dailey S., Feast J. W., Peace R. J., Sage I. C., Till S., Wood E. L., J. Mater. Chem., 2001, 11:2238

[6].  Ruiz D.M., Autino J.C., Quaranta N., Vazquez P.G., Romanelli G.P., Sci. World J., 2011, 2012:1

[7].  Sajjadifar S., Arzehgar Z., Ghayuri AJ. Chin. Chem. Soc., 2018, 65:205

[8].  Heravi M.M., Taheri S., Bakhtiari K., Oskooie H.A., Catal. Commun., 2007, 8:211

[9].  Arzehgar Z., Azizkhani V., Sajjadifar S., Fekri M.H., Chem. Methodol., 2019, 3:251

[10].   Ajaikumar S., Pandurangan A., Appl. Catal. A Gen., 2009, 357:184

[11].   Rezayati S., Mehmannavaz M., Salehi E., Haghi Sh., Hajinasiri R., Afshari Sharif Abad S., J. Sci. Islam. Repub. Iran, 2016, 27:51

[12].   Sajjadifar S., Amini I., Amoozadeh T., Chem. Methodol., 2017, 1:1

[13].  Sajjadifar S., Zolfigol M.A., Chehardoli G., Miri S., Moosavi P., Int. J. Chemtech Res., 2013, 5:422

[14].        Yadav, J. S., Reddy, B. V. S., Premalatha, K., Shankar, K. S. Synthesis, 2008, 23, 3787.

[15].   Darabi H. R., Tahoori F., Aghapoor K., Taala F., Mohsenzadeh F., J. Braz. Chem. Soc., 2008, 19:1646

[16].   Heravi M.M., Tehrani M.H., Bakhtiari K., Oskooie H.A., Catal. Commun., 2007, 8:1314

[17].   Egorova K.S., Gordeev E.G., Ananikov, V.P., Chem. Rev., 2017, 117, 10:7132

[18].   Kumar P., Dasari S., Patra A.K.,  Eur. J. Med. Chem., 2017, 136:52

[19].   Huang T., Wang R., Shi L., Lu X., Catal. Commun., 2008, 9:1143

[20].   Krishnakumar B., Swaminathan M., J. Organometal. Chem., 2010, 695:2572

[21].   Kalaria P.N., Karad S.C., Raval D.K., Eur. J. Med. Chem., 2018, 158:917

[22].   Klass D.L., J. Org. Chem., 1964, 29:2666

[23].   Sajjadifar S., Pornuroz M., Appl. Petrochem. Res., 2018,8:97

[24].   Srinivas C., Sai Pavan Kumar C. N. S., Rao V.J., Palaniappan S., J. Mol. Catal. A Chem., 2007, 265:227

[25].   Rothenberg G., Catalysis: Concepts and green applications, Wiley-VCH: Weinheim, 2017

[26].   Yu J.W., Mao S., Wang Y.Q., Tetrahedron Lett., 2015, 56:1575

[27].   Yu L., Guo L., Hu W., Zhang Z., Bai Y., Ye J., Wang H., Li L., Catal. Commun., 2019, 123:119

[28].   Zhu X., Song M., Wang S., Dai S., J. Mol. Liq., 2019, 276:325-333.

[29].   Zhan Z., Ma H., Cui X., Jiang P., Pu J., Zhang Y., Huang G., Org. Biomol. Chem., 2019, 17:5148

[30].   Zhu Y., Stubbs L. P., Ho F., Liu R., Ship C. P., Maguire J.A., Hosmane N.S., Chem. CatChem, 2010, 2:365

[31].   Rupar J., Aleksić M. M., Nikolić K., Popović-Nikolić M.R., Electrochim. Acta., 2018, 271:220

[32].   Xie C., Zhang Z., Li D., Gong J., Han X., Liu X., Ma C., J. Org. Chem., 2017, 82:3491