Green Reusable Catalyst For The Formation Diastereo Selective Synthesis Of Cyclohexanones By Condensation Reaction Acetoacetanilide With Different Aromatic Aldehydes At Variety Method Of Reaction

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AUTHOR(S)

Jayaveersinh Mahida,Ravi.B.Patel

KEYWORDS

Green Synthesis, Starch Solution And Glycerol: Water(5:5) As A Catalyst And Check Efficiency.

ABSTRACT

A Effortless Synthetic Path For The Diastereoselective Of Cyclohexanones Synthesis Of N,N′-Diaryl-2-Aryl-6-Hydroxy-6-Methyl-4-Oxocyclohexane-1,3-Dicarboxamide With Help Of Starch Solution Counting As Glycerol And Water Homogeneous Mixture As Green Protocol Via Economically As Well As Environment Friendly Catalyst. Etoh Use As A Solvent And Triethyl Amine As Catalyst At 50°C For To Afford Desirable Products Via One-Pot Pseudo-Three-Component Reaction Of Acetoacetanilide Condensation Reaction With Various Aromatic And Aliphatic Aldehydes [27]. The Present Protocol Provides An Inexpensive And Efficient Route To Obtain Functionalized Cyclohexanones Containing Four Quaternary Stereogenic Centre With High Yields From The Simple And Readily Available Starting Materials Under Mild Conditions In Shorter Reaction Times. The Products Have Been Characterized By IR,1HNMR And 13CNMR Spectroscopy. The Stereo Selectivity Of Compounds Was Established With NMR Spectroscopy And The After All Protocol We Conform That The Solution Of Glycerol And Starch Solution Is Good Efficient And High Reusable Catalyst Then The Previous Catalyst.

REFERENCES

[1]. E.M.Carreira,L.Kvaerno,ClassicsinStereoselective Synthesis WileyVCH,Weinheim,2009).
[2]. S. Samshuddin, B. Narayana, B.K. Sarojini, L.N. Madhu, Med. Chem. Res. 22, 3002 (2013).
[3]. T. Bhaskar Kumar, G. Dhananjaya, C. Sumanth, S. Vaishaly, G. Botre, M.S. Rao, K.B.C. Sekhar, K.S. Kumar,M.Pal, RSCAdv.3,2207(2013).
[4]. H.Pellissier,H.Pellissier,Tetrahedron35.7171(201)
[5]. P.A.Clarke,S.Santos,W.H.CMartin,GreenChem.9, 438(2007).
[6]. E.Ruijter,R.Schefelaar,R.V,Orru, Angew. Chem. Int. Ed. 50, 6234 (2011).
[7]. D.W.C.Macmillan,Nature 455, 304 (2008).
[8]. P.I. Dalko, L. Moisan, Angew. Chem. Int. Ed. 40, 3726 (2001).
[9]. D.M. Wood, S. Davies, M. Puchnarewicz, A. Johnston, P.I. Dargan, Eur. J. Clin.Pharmacol, 68, 85(2012).
[10]. J.H. Vranken, M.G.W. Dijkgraaf, M.R. Kruis, N.T. Van Dasselaar, M.H. Van Der, Vegt. Pain, 224 (2005).
[11]. V.L. Gein, E.V. Levandovskaya, N.V. Nosova, N.V. Antonova, E.V. Voronina, M.I. Vakhrin, A.PKrivenko, Pharma. Chem. J. 41, 643 (2007).
[12]. K.D. Holland, D.K. Naritoku, A.C. McKeon, J.A. Ferrendelli, D.F. Covey, Mol. Pharm. 37,(1990).
[13]. L. Liu, S. Liu, X. Chen, L. Guo, Y. Che, Pestalofones A-E. Bioorg.Med. Chem. 17, 606 (2009).
[14]. A.N. Mayekar, H. Li, H.S. Yathirajan, B. Narayana, N.S. Kumari, Int. J. Chem. 2, 114 (2010).
R. Adepu, D. Rambabu, B. Prasad, C.L.T. Meda, A. Kandale, G.R. Krishna, C.M. Reddy, L.NChennuru, K.V.L. Parsa, M. Pal, Org. Biomol. Chem. 10, 5554 (2012)
[15]. V.L. Gein, N.V. Nosova, K.D. Potemkin, Z.G. Aliev, A.P. Kriven’ko. Russ. J. Org. Chem. 41,101(2005).
[16]. V.L. Gein, T.F. Odegova, A.N. Yankinand, N.V. Nosova, Russ. J. Gen. Chem. 85, 46 (2015).
[17]. M.K.Ghorai,S.Halder,S.Das J. Org .Chem80, 9700 (2015).
[18]. S.J. Wagh, G.R.DhageSynlett(2017).
[19]. M.S. Ankalgi, A.D. Ranawat, Int. J. pharm. Tech. Res. 4, 258 (2015).
[20]. M.R.Mousavi, M.T. Maghsoodlou, H. Gharari, Res. Chem. Inter med. 42, 2233 (2015).
S.S. Sajadikhah, N. Hazeri,Res. Chem. Int. 40, 737(2014). M. Fatahpour, F. NooriSadeh, N. Hazeri, M.T. Maghsoodlou, M. Lashkari, J. Iran. Chem. Soc (2017) S.S.Sajadikhah, M.T. Maghsoodlou, N. Hazeri, Chin. Chem. Lett. 25, 58 (2014) M.Fatahpour, N. Hazeri, M.T. Maghsoodlou, M. Lashkari, Iran J. Sci. Technol. Trans. A Sci(2016). M.R. Mousavi, H. Gharari, M.T. Maghsoodlou, N. Hazeri, Res. Chem. Intermed.42, 3875(2016).
[21]. Fatahpour, M., Hazeri, N., Adrom, B. et al. Res Chetermed (2018) 44: 2111.