CiteScore: 1.9     h-index: 21

Document Type : Original Research Article


1 Department of Chemistry, Payame Noor University (PNU), 19395-3697, Tehran, Iran

2 Nanostructured Coating Institute, Yazd Payame Noor University, P.O. Code 89431-74559, Yazd, Iran

3 Research Center of Environmental Chemistry, Payame Noor University, Ardakan, Yazd, Iran


An efficient and eco-friendly procedure for the synthesis of 1-amidoalkyl-2-naphthols by the one-pot three-component reaction of various aldehydes, 2-naphthol and acetamide catalyzed by nano-graphene oxide under solvent-free conditions has been described. The presented method has several advantages such as high yields, easy purification, mild reaction conditions, easy work-up, survival of different functional groups, and short reaction times. Moreover, nano-graphene oxide is an easily synthesized, cheap, air and moisture stable, heterogeneous and green catalyst.The catalyst could simply be separated and recovered from the reaction mixture and reused in subsequent reactions without significant loss in activity.

Graphical Abstract

One-pot synthesis of 1-amidoalkyl-2-naphthols catalyzed by nano-graphene oxide under solvent-free conditions


Main Subjects

[1]. Varma R.S. Green Chem., 1999, 1:43
[2]. Tanaka K., Toda F. Chem. Rev., 2000, 100:1025
[3]. Singh M.S., Chowdhury S. RSC Adv., 2012, 2:4547
[4]. Seebach D., Matthews J.L. J. Chem. Soc. Chem. Commun., 1997, 21:2015
[5]. Wang Y.F., Izawa T., Kobayashi S., Ohno M. J. Am. Chem. Soc., 1982, 104:6465
[6]. Knapp S. Chem. Rev., 1995, 95:1859
[7]. Das B., Laxminarayana K., Ravikanth B., Rao B. J. Mol. Catal. A: Chem., 2007, 261:180
[8]. Nagawade R.R., Shinde D.E. Mendeleev Commun., 2007, 17:299
[9]. Kantevari S., Vuppalapati S.V.N., Nagarapu L. Catal. Commun., 2008, 8:1857
[10]. Shaterian H.R., Yarahmadi H., Ghashang M. Tetrahedron, 2008, 64:1263
[11]. Mahdavinia G.H., Bigdeli M.A., Heravi M.M. Chin. Chem. Lett., 2008, 19:1171
[12]. Datta B., Pasha M.A. Ultrason. Sonochem., 2011, 18:624
[13]. Cai X., Guo H., Xie B. Int. J. Chem., 2011, 3:119
[14]. Zandi M., Sardarian A.R. Comptes Rendus Chim., 2012, 15:365
[15]. Wang M., Liang Y., Zhang T., Gao J. Chin. Chem. Lett., 2012, 23:65
[16]. Zali A., Shokrolahi A. Chin. Chem. Lett., 2012, 23:269
[17]. Hakimi F. J. Chem. Res., 2016, 40:489
[18]. Hakimi F. Synth. React. Inorg. Met. Org. Chem., 2017, 47:994
[19]. Dikin D.A., Stankovich S., Zimney E.J., Piner R.D., Dommett G.H.B., Evmenenko G., Nguyen S.T., Ruoff R.S. Nature, 2007, 448:457
[20]. Gomez-Navarro C., Burghard M., Kern K. Nano Lett., 2008, 8:2045
[21]. Guo H.L., Wang X.F., Qian Q.Y., Wang F.B., Xia X.H. ACS Nano, 2009, 3:2653
[22]. Dreyer D.R., Park S., Bielawski C.W., Ruoff R.S. Chem. Soc. Rev., 2010, 39:228
[23]. Compton O.C., Nguyen S.T. Small, 2010, 6:711
[24]. Mungse H.P., Verma S., Kumar N., Sain B., Khtri O.P. J. Mater. Chem., 2012, 22:5427
[25]. Dreyer D.R., Jia H.P., Todd A.D., Geng J., Bielawski C.W. Org. Biomol. Chem., 2011, 9:7292
[26]. Jia H.P., Dreyer D.R., Bielawski C.W. Tetrahedron, 2011, 67:4431
[27]. Dreyer D.R., Jia H.P., Bielawski C.W. Angew. Chem. Int. Ed., 2010, 49:6813
[28]. Dhakshinamoorthy A., Alvaro M.S., Concepcion P., Fornes V., Garcia H. Chem. Commun., 2012, 48:5443
[29]. Verma S., Mungse H.P., Kumar N., Choudhary S., Jain S.L., Sain B., Khatri O.P. Chem. Commun., 2011, 47:12673
[30]. Kumar V., Rao K.R. Tetrahedron Lett., 2011, 52:5188
[31]. Ayashi N., Fallah-Mehrjardi M., Kiasat A.R. Org. Chem. Res., 2017, 3:25
[32]. Ayashi N., Fallah-Mehrjardi M., Kiasat A.R. Russ. J. Org. Chem., 2017, 53:846
[33]. Beyki M., Fallah-Mehrjardi M. Org. Chem. Res., 2017, 3:103
[34]. Liu S., Tian J., Wang L., Sun X. Carbon, 2011, 49:3158
[35]. Shaterian H.R., Yarahmadi H. Tetrahedron Lett., 2008, 49:1297