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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Magnesium Sulphate-Catalyzed Green and Efficient Synthesis of Some New Derivatives of 1-Amido Alkyl Naphthols under Solvent-Free Conditions

Author(s): Namdeo M. Chavhan*, Sagar D. Bhakare, Rohit C. Muthe, Sayaji Y. Hande, Amol S. Gandule, Dhananjay N. Gaikwad and Dayanand M. Suryawanshi

Volume 19, Issue 10, 2022

Published on: 16 February, 2022

Page: [884 - 889] Pages: 6

DOI: 10.2174/1570178619666220113114613

Price: $65

Abstract

The present work describes an efficient, green, and direct approach for the synthesis of amido alkyl naphthols via one-pot multicomponent solvent-free reaction (MCR) of substituted aromatic aldehydes, β-naphthols, and urea by the use of easily available, non-toxic, and cost-effective Lewis acid catalyst magnesium sulphate (MgSO4.7H2O). The important characteristics of this reaction include the following: eco-friendly and mild reaction conditions, excellent yields of the products, shorter reaction time, economically cheaper and environmentally friendly catalyst MgSO4.7H2O. Also, clean reaction, non-column purification, and operational simplicity are some of the additional significant features of this approach.

Keywords: Solvent-free condition, multicomponent reaction, β-naphthol, urea, substituted aromatic aldehydes, magnesium sulphate, amido alkyl naphthols.

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[1]
Ashalu, K.C.; Rao, J.N. J. Chem. Pharm. Res., 2013, 5, 44.
[2]
Domling, A.; Ugi, I. Angew. Chem. Int. Ed., 2000, 39, 3168.
[http://dx.doi.org/10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO;2-U]
[3]
Kusakabe, Y.; Nagatsu, J.; Shibuya, M.; Kawaguchi, O.; Hirose, C.; Shirato, S. J. Antibiot. (Tokyo), 1972, 25(1), 44-47.
[http://dx.doi.org/10.7164/antibiotics.25.44] [PMID: 5010645]
[4]
(a)Seebach, D.; Matthews, J.L. J. Chem. Soc. Chem. Comm., 2015, 2015
(b)Knapp, S. Chem. Rev., 1995, 95, 1859.
[http://dx.doi.org/10.1021/cr00038a006]
[5]
Shaterian, H.R.; Yarahmadi, H. ARKIVOC, 2008, 2, 105.
[http://dx.doi.org/10.3998/ark.5550190.0009.212]
[6]
Xiao-hua, C.; Hui, G.; Bing, X. Int. J. Chem., 2011, 3, 119.
[7]
Trost, B.M. Acc. Chem. Res., 2002, 35(9), 695-705.
[http://dx.doi.org/10.1021/ar010068z] [PMID: 12234199]
[8]
Szatmar, I.; Fluop, F. Curr. Org. Synth., 2004, 1, 155.
[http://dx.doi.org/10.2174/1570179043485402]
[9]
Ganesan, S.S.; Asaithampi, S. Asian J. Chem., 2014, 26, 8380.
[http://dx.doi.org/10.14233/ajchem.2014.17618]
[10]
Damodiran, M.; Selvam, N.P.; Perumal, P.T. Tetrahedron Lett., 2009, 50, 5474.
[http://dx.doi.org/10.1016/j.tetlet.2009.07.051]
[11]
Clark, R.D.; Caroon, J.M.; Kluge, A.F.; Repke, D.B.; Roszkowski, A.P.; Strosberg, A.M.; Baker, S.; Bitter, S.M.; Okada, M.D. J. Med. Chem., 1983, 26(5), 657-661.
[http://dx.doi.org/10.1021/jm00359a007] [PMID: 6842505]
[12]
Renullard, S.; Rebhun, L.I.; Havic, G.A.; Kupchan, S.M. Science, 1975, 189, 1002.
[http://dx.doi.org/10.1126/science.1241159] [PMID: 1241159]
[13]
Bendini, F.; Bertolini, G.; Cereda, R.; Dona, G.; Gromo, G.; Levi, S.; Mizrahi, J.; Sala, A. J. Med. Chem., 1995, 38, 130.
[http://dx.doi.org/10.1021/jm00001a018] [PMID: 7837224]
[14]
Khaksar, S.; Najafi, R.; Ostad, S.M.; Tajbakhsh, M. World Appl. Sci. J., 2012, 20, 656.
[15]
Jafari, H.; Moghanian, H. Lett. Org. Chem., 2012, 09, 273.
[http://dx.doi.org/10.2174/157017812800233796]
[16]
Jiang, W.Q.; An, L.T.; Zou, J.P. Chin. J. Chem., 2008, 26, 1697.
[http://dx.doi.org/10.1002/cjoc.200890307]
[17]
Shaterian, H.R.; Yarahmadi, H.; Ghashang, M. Bioorg. Med. Chem. Lett., 2008, 18(2), 788-792.
[http://dx.doi.org/10.1016/j.bmcl.2007.11.035] [PMID: 18053712]
[18]
Khodaei, M.M.; Khosropour, A.R.; Moghanian, H. Synlett, 2006, 6, 916.
[http://dx.doi.org/10.1055/s-2006-939034]
[19]
Selvam, N.P.; Perumal, P.T. Tetrahedron Lett., 2006, 47, 7481.
[http://dx.doi.org/10.1016/j.tetlet.2006.08.038]
[20]
Kumar, A.; Rao, M.S.; Ahmad, I.; Khungar, B. Can. J. Chem., 2009, 87, 714.
[http://dx.doi.org/10.1139/V09-049]
[21]
Dehbashi, M.; Aliahmad, M.; Shafiee, M.R.M.; Ghashang, M. Lett. Org. Chem., 2012, 09, 711.
[http://dx.doi.org/10.2174/157017812803901908]
[22]
Patil, S.B.; Singh, P.R.; Surpur, M.P.; Samant, S.D. Ultrason. Sonochem., 2007, 14(5), 515-518.
[http://dx.doi.org/10.1016/j.ultsonch.2006.09.006] [PMID: 17145194]
[23]
Singh, R.K.; Chaudhary, S.; Prasad, D.N.; Kumar, S. Lett. Org. Chem., 2019, 16, 846.
[http://dx.doi.org/10.2174/1570178616666181210103350]
[24]
Mahdavinia, G.H.; Bigdeli, M.A. Chin. Chem. Lett., 2009, 20, 383.
[http://dx.doi.org/10.1016/j.cclet.2008.12.018]
[25]
Ghorbani, F.; Pourmousavi, S.A.; Kiyani, H. Lett. Org. Chem., 2020, 18, 66.
[http://dx.doi.org/10.2174/1570178617666200210105635]
[26]
Mulla, S.A.R.; Salama, T.A.; Pathan, M.Y.; Inamdar, S.M.; Chavan, S.S. Tetrahedron Lett., 2013, 54, 672.
[http://dx.doi.org/10.1016/j.tetlet.2012.12.004]
[27]
Mahdavinia, G.H.; Bigdeli, M.A.; Majid, M.H. Chin. Chem. Lett., 2008, 19, 1171.
[http://dx.doi.org/10.1016/j.cclet.2008.06.048]
[28]
Nagarapu, L.; Baseeruddin, M.; Apuri, S.; Kantevari, S. Catal. Commun., 2007, 8, 1729.
[http://dx.doi.org/10.1016/j.catcom.2007.02.008]
[29]
Moghanian, H.; Mobinikhaledi, A.; Blackmanc, A.G.; Sarough-Farahani, E. RSC Advances, 2014, 4, 28176.
[http://dx.doi.org/10.1039/C4RA03676J]
[30]
Zhu, X.Y.; Lee, Y.R.; Kim, S.H. Bull. Korean Chem. Soc., 2012, 33, 2799.
[http://dx.doi.org/10.5012/bkcs.2012.33.8.2799]
[31]
Rashinkar, G.; Salunkhe, R. J. Mol. Catal. A., 2010, 316, 146.
[http://dx.doi.org/10.1016/j.molcata.2009.10.013]
[32]
Wang, M.; Liang, Y.; Zhang, T.T.; Gao, J.J. Chin. Chem. Lett., 2012, 23, 65.
[http://dx.doi.org/10.1016/j.cclet.2011.10.008]
[33]
Hong, M.; Cai, C.; Yi, W.B. Chin. Chem. Lett., 2011, 22, 322.
[http://dx.doi.org/10.1016/j.cclet.2010.10.046]
[34]
Dorehgiraee, A.; Khabazzadeh, H.; Saidi, K. ARKIVOC, 2009, 7, 303.
[http://dx.doi.org/10.3998/ark.5550190.0010.729]
[35]
Das, B.; Laxminarayana, K.; Ravikanth, B.; Rao, B.R. J. Mol. Catal. A., 2007, 261, 180.
[http://dx.doi.org/10.1016/j.molcata.2006.07.077]
[36]
Supale, A.R.; Gokavi, G.S. J. Chem. Sci., 2010, 122, 189.
[http://dx.doi.org/10.1007/s12039-010-0021-z]
[37]
Arash, G.C.; Shima, R. Chin. J. Catal., 2014, 35, 1024.
[http://dx.doi.org/10.1016/S1872-2067(14)60029-2]
[38]
(a)Patil, S.B.; Singh, P.R.; Surpur, M.P.; Samant, S.D. Synth. Commun., 2007, 37, 1659.
[http://dx.doi.org/10.1080/00397910701263858]
(b)Khasksar, S.; Najafi, R.; Seyed, M.O.; Mahgol, T. World Appl. Sci. J., 2012, 20, 656.

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