Impact Factor: 5.6     h-index: 27

Document Type : Original Article

Authors

1 Department of Chemistry, University of Zanjan, P O Box 45195-313, Zanjan, Iran

2 Research Institute of Modern Biological Techniques (RIMBT), P O Box 45195-313, University of Zanjan, Zanjan, Iran

10.33945/SAMI/CHEMM.2019.5.1

Abstract

Three-component coupling of 2-naphthol, aldehydes, and urea has been accomplished in the presence of FeCl3 under microwave irradiation and solvent-free conditions to afford the corresponding synthesis of 1-phenyl-1, 2-dihydro-3H-naphtho[1,2-e][1,3]oxazin-3-onederivatives in excellent yields. It is a promising catalyst for the microwave-assisted reaction providing high product yield in a short period. 

Graphical Abstract

Microwave Assisted Solvent-free Synthesis of 1-phenyl-1, 2-dihydro-3H-naphtho[1, 2-e][1, 3]oxazin-3-one Catalyzed by FeCl3

Keywords

Main Subjects

[1] Taghavi Fardood S., Ramazani A., Azimzadeh Asiabi P., Bigdeli Fard Y., Ebadzadeha B. Asian J. Green Chem., 2017, 1:34
[2] Taghavi Fardood S., Ramazani A., Golfar Z., Joo S.W. Appl. Organomet. Chem., 2017, 31:e3823
[3] Taghavi Fardood S., Ramazani A., Moradi S. J. Sol-Gel Sci. Technol., 2017, 82:432
[4] Ramazani A., Moradnia F., Aghahosseini H., Abdolmaleki I. Curr. Org. Chem., 2017, 21:1612
[5] Bahrami M., Ramazani A., Hanifehpour Y., Fattahi N., Taghavi Fardood S., Asiabi P.A., Joo S.W. Phosphorus, Sulfur Silicon Relat. Elem., 2016, 191:1368
[6] Ramazani A., Ahmadi Y., Fattahi N., Ahankar H., Pakzad M., Aghahosseini H., Rezaei A., Taghavi Fardood S., Joo S.W. Phosphorus, Sulfur Silicon Relat. Elem., 2016, 191:1057
[7] Ramazani A., Farshadi A., Mahyari A., Sadri F., Joo S.W., Asiabi P.A., Taghavi Fardood S., Dayyani N., Ahankar, H. Int. J. Nano Dimens., 2016, 7:41
[8] Momeni A.R., Samimi H., Vaezzadeh H. Chem. Method., 2018, 2:260
[9] Arzehgar Z., Sajjadifar S., Arandiyan H. Asian J. Green Chem., 2019, 3:43
[10] Taghavi Fardood S., Ramazani A., Golfar Z., Joo S.W. J. Struct. Chem., 2018, 59:1730
[11] Sajjadifar S., Rezayati S. Int. J. ChemTech Res., 2013, 5:422
[12] Maddila S., Rana S., Pagadala R., Kankala S., Maddila S., Jonnalagadda S.B. Catal. Commun., 2015, 61:26
[13] Domling A., Wang W., Wang K. Chem. Rev., 2012, 112:3083.
[14] Arzehgar Z., Sajjadifar S., Fekri M.H. Chem. Method., 2019, 3:251
[15] Behbahani K.F., Shahbazi  R. Chem. Method., 2018, 2:270
[16] Motamedi R., Ebrahimi F., Rezanejade Bardajee G. Asian J. Green Chem., 2019, 3, 22
[17] Wang J., Fan X., Zhang X., Han L. Can. J. Chem., 2004, 82:1192
[18] Choudhary V., Tillu V., Narkhede V., Borate H., Wakharkar R. Catal. Commun., 2003, 4:449
[19] Oskooie H.A., Heravi M.M., Karimi N., Monjezy M.H. Synth. Commun., 2011, 41:826
[20] Samadi S., Kargar Behbahani F. Chem. Method., 2018, 2:181
[21] Rezaee Nezhad E., Tahmasebi R. Asian J. Green Chem., 2019, 3:34
[22] Veisi H., Sedrpoushan A., Mohammadi P., Faraji A.R., Sajjadifar S. RSC Adv., 2014, 4:25898
[23] Saeidian H., Mirjafary Z., Abdolmaleki E., Moradnia F. Synlett, 2013, 24:2127
[24] Atrak K., Ramazani A., Taghavi Fardood, S. J. Mater. Sci. Mater. Electron., 2018, 29:8347
[25] Taghavi Fardood S., Ramazani A., Joo S.W. J. Appl. Chem. Res., 2017, 11:8
[26] Atrak K., Ramazani A., Taghavi Fardood S. J. Mater. Sci. Mater. Electron., 2018, 29:6702
[27] Imanzadeh G., Kabiri S., Taghavi Fardood S., Zamanloo M., Mansoori Y. J. Chil. Chem. Soc., 2013, 58, 1888
[28] Ramazani A., Taghavi Fardood S., Hosseinzadeh Z., Sadri F., Joo S.W. Iran. J. Catal., 2017, 7:181
[29] Taghavi Fardood S., Ramazani A., Golfar Z., Joo S.W. J. Appl. Chem. Res., 2017, 11:19
[30] Taghavi Fardood S., Ramazani A., Joo S.W. J. Appl. Chem. Res., 2018, 12:8
[31] Taghavi Fardood S., Ramazani A. J. Appl. Chem. Res., 2018, 12:8
[32] Taghavi Fardood S., Ramazani A., Asiabi P.A., Joo S.W. J. Struct. Chem., 2018, 59:1737
[33] Moradi S., Taghavi Fardood S., Ramazani A. J. Mater. Sci. Mater. Electron., 2018, 29:14151
[34] Taghavi Fardood S., Golfar Z., Ramazani A. J. Mater. Sci. Mater. Electron., 2017, 28:17002
[35] Sorbiun M., Shayegan Mehr E., Ramazani A., Taghavi Fardood S. J. Mater. Sci. Mater. Electron., 2018, 29:2806
[36] Heravi M.M., Derikvand F., Haghighi M. Monatshefte  Chem.Chem. Month., 2008, 139:31
[37] Wu J., Sun W., Wang W.Z., Xia H.G. Chin. J. Chem., 2006, 24:1054
[38] Saeidian H., Moradnia F. Iran. Chem. Commun., 2017, 5:252
[39] Hunnur R., Kamble R., Dorababu A., Kumar B.S., Bathula C. Arabian J. Chem., 2017, 10:S1760
[40] Dabiri M., Delbari A.S., Bazgir A. Synlett, 2007, 2007:0821
[41] Rao G.D., Kaushik M., Halve A. Tetrahedron Lett., 2012, 53:2741