Abstract
We report bleaching earth clay pH 12.5/PEG-400 as an efficient catalytic system for preparation of α,β-unsaturated ketones (chalcones). The method presents one or more advantages over existing methodologies such as shorter reaction time, excellent yield, and low cost. All synthesized products were characterized by spectroscopic and analytical measurements.
Similar content being viewed by others
References
S.N. Lopez, M.V. Castelli, S.A. Zacchino, J.N. Domıinguez, G. Lobo, J. Charris Charris, J.C.G. Cortes, J.C. Ribas, C. Devia, A.M. Rodriguez, R.D. Enriz, Bioorg. Med. Chem. 9(8), 1999 (2001)
M.L. Bello, L.D. Chiaradia, L.R.S. Dias, L.K. Pacheco, T.R. Stumpf, A. Mascarello, M. Steindel, R.A. Yunes, H.C. Castro, R.J. Nunes, C.R. Rodrigues, Bioorg. Med. Chem. 19(16), 5046 (2011)
A. Modzelewska, C. Pettit, G. Achanta, N.E. Davidson, P. Huang, S.R. Khan, Bioorg. Med. Chem. 14(10), 3491 (2006)
X.M.L. Go, L.X. Wu, L.X. Liu, Curr. Med. Chem. 12, 483 (2005)
J.R. Dimmock, D.W. Elias, M.A. Beazely, N.M. Kandepu, Curr. Med. Chem. 6, 1125 (1999)
Z. Nowakowka, Eur. J. Med. Chem. 42, 125 (2007)
T. Inoue, Y. Sugimoto, H. Masuda, C. Kamei, Biol. Pharm. Bull. 25, 256 (2002)
A.K. Soni, G.L.D. Krupadanam, G. Srimaunarayana, Arkivoc 16, 35 (2006)
H. Yoo, S.H. Kim, J. Lee, H.J. Kim, H.S. Seo, B.Y. Chung, C. Jin, Y.S. Lee, Bull. Korean Chem. Soc. 26, 2057 (2005)
G.E.A.A. Abuo-Rahma, M. Abdel-Aziz, M.A.E. Mourad, H.H. Farag, Bioorg. Med. Chem. 20(1), 195 (2012)
M. Balogh, P. Laszlo, Organic Chemistry Using Clays (Springer Verlag, New York, 1993)
R.A. Sheldon, J. Dakka, Catal. Today 19, 215 (1994)
A.P. Acharya, R.D. Kamble, S.D. Patil, S.V. Hese, O.S. Yemul, S.G. Patil, S.N. Halale, B.S. Dawane, Chem. Papers. 68(5), 719 (2014). doi:10.2478/s11696-013-0496-4
R.D. Kamble, G.V. Jawadwar, S.D. Patil, S.V. Hese, A.P. Acharya, B.S. Dawane, S.S. Pekamwar, Org. Commun. 6(2), 95 (2013)
A.P. Acharya, R.D. Kamble, S.D. Patil, S.V. Hese, O.S. Yemul, B.S. Dawane, Res. Chem. Intermed. (2013). doi:10.1007/s11164-013-1403-x
R.D. Kamble, B.S. Dawane, O.S. Yemul, A.B. Kale, S.D. Patil, Res. Chem. Intermed. 39, 3859 (2013). doi:10.1007/s11164-012-0887-0
D. Heldebrant, P.G. Jessop, J. Am. Chem. Soc. 125, 5600 (2003)
S. Chandrasekhar, Ch. Narsihmulu, S.S. Sultana, Org. Lett. 4, 4399 (2002)
B.S. Dawane, S.G. Konda, G.G. Mandawad, B.M. Shaikh, Eur. J. Med. Chem. 45, 387 (2010)
B.S. Dawane, B.M. Shaikh, N.T. Khandare, V.T. Kamble, S.S. Chobe, S.G. Konda, Green Chem. Lett. Rev. 3, 205 (2010)
S.L. Jain, S. Singhal, B. Sain, Green Chem. 9, 740 (2007)
Acknowledgments
Financial support for this project under UGC SAP project no. F. 3-36/2011 (SAP-II) is greatly acknowledged. R.D.K. is grateful to CSIR New Delhi for a JRF.
Author information
Authors and Affiliations
Corresponding author
Electronic supplementary material
Below is the link to the electronic supplementary material.
Rights and permissions
About this article
Cite this article
Gaikwad, M.V., Kamble, R.D., Hese, S.V. et al. Bleaching earth clay pH 12.5/PEG-400 catalytic system for synthesis of some novel α, β-unsaturated ketones (chalcones). Res Chem Intermed 41, 4673–4678 (2015). https://doi.org/10.1007/s11164-014-1559-z
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11164-014-1559-z