One-Pot Synthesis of β-acetamido Ketones Using Silica-Supported Preyssler Nanoparticles (SPNPs) as Green and Reusable Catalyst
American Journal of Heterocyclic Chemistry
Volume 1, Issue 2, June 2015, Pages: 29-34
Received: Jun. 26, 2015; Accepted: Jul. 3, 2015; Published: Jul. 6, 2015
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Authors
Ali Gharib, Department of Chemistry, Islamic Azad University, Mashhad, Iran; Department of Chemistry, Agricultural Researches and Services Center, Mashhad, Iran
Nader Noroozi Pesyan, Department of Chemistry, Faculty of Science, Urmia University, Urmia, Iran
Leila Vojdani Fard, Education Ministry, Education Organization of Razavi Khorasan, Mashhad, Iran
Mina Roshani, Department of Chemistry, Islamic Azad University, Mashhad, Iran
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Abstract
We describe an efficient method for the synthesis of β-acetamido ketones through the condensation of an aryl (aromatic) aldehyde, an acetophenone, acetyl chloride, and acetonitrile in the presence of silica-supported Preyssler nanoparticles (SPNPs) at room temperature. High efficiency, easy availability and reusability are some advantages of silica-supported Preyssler nanoparticles (SPNPs) as green and reusable catalyst.
Keywords
β-acetamido, Catalyst, Synthesis, Nanoparticles, Preyssler
To cite this article
Ali Gharib, Nader Noroozi Pesyan, Leila Vojdani Fard, Mina Roshani, One-Pot Synthesis of β-acetamido Ketones Using Silica-Supported Preyssler Nanoparticles (SPNPs) as Green and Reusable Catalyst, American Journal of Heterocyclic Chemistry. Vol. 1, No. 2, 2015, pp. 29-34. doi: 10.11648/j.ajhc.20150102.12
References
[1]
S. E. Denmark, O. J. C. Nicaise, E. N. Jacobsen, A. Pfaltz, H. Yamamoto, Eds.; “Comprehensive Asymmetric Catalysis;” Springer: Heidelberg, 1999, 923-961.
[2]
J. R. Casimir, C. Turetta, L. Ettouati, J. Pairs, Tetrahedron Lett. 1995, 36, 4797.
[3]
J. Barluenga, E. Aguilar, S. Fustero, B. Olano, J. Org. Chem. 1993, 58, 5972.
[4]
D. Enders, M. Moser, G. Geibel, M. C. Laufer, Synthesis. 2004, 2040.
[5]
K. Kobinata, M. Uramoto, M. ishii, Agric. Chem. 1980, 44, 1709.
[6]
U. Dahn, H. Hagenmaier, H. Hohne, W. A. Konig, G. Wolf, H. Zahner, Arch. Microbiol. 1976, 107, 143.
[7]
A. Domling, I. Ugi, Angewandte Chemie International Edition, 2000, 39, 3168.
[8]
B. B. Tour´e, D. G. Hall, Chem Rev. 2009, 109, 4439.
[9]
D. J. Ram´on, M. Yus, Angewandte Chemie International Edition, 2005, 44, 1602.
[10]
H. D. Dakin, R. West, Journal of Biological Chemistry. 1928, 78, 745.
[11]
G. L. Buchanan, Chem Soc Rev. 1988, 17, 91.
[12]
B. Bhatia, M. M. Reddy, J. Iqbal, J. Chemical Soc, Chem Commun. 1994, 6, 713.
[13]
D. Bahulayan, S. K. Das, J. Iqbal, J. Org Chem. 2003, 14, 5735.
[14]
E. Rafiee, F. Shahbazi, M. Joshaghani, F. Tork, J. Mol. Catalysis A. 2005, 242, 129.
[15]
M. Nasr-Esfahani, M. Montazerozohori, T. Gholampour, Chinese J. Chem. 2011, 29, 123.
[16]
A. T. Khan, L. H. Choudhury, T. Parvin, M. A. Ali, Tetrahedron Lett. 2006, 47, 8137.
[17]
Z. Mirjafary, H. Saeidian, A. Sadeghi, F. M. Moghaddam, Catal. Commun. 2008, 9, 299.
[18]
B. Das, M. Srilatha, B. Veeranjaneyulu, B. R. Rao, Synthesis. 2010, 5, 803.
[19]
B. Das and K. R. Reddy, Helvetica Chimica Acta. 2006, 89, 3109.
[20]
k. Gholivand, h. Jafari H, Adibi H, Synth. Commun. 2011, 41, 1786.
[21]
F. F. Bamoharram, M. M. Heravi, M. Roshani, M. Jahangir, A. Gharib, Appl. Catal. A. 2006, 302, 42.
[22]
F. F. Bamoharram, M. M. Heravi, M. Roshani, A. Gharib, M. Jahangir, J. Mol. Catal. A. 2006, 252, 90.
[23]
F. F. Bamoharram, M. M. Heravi, M. Roshani, N. Tavakoli, J. Mol. Catal. A. 2006, 252, 219.
[24]
F. F. Bamoharram, M. M. Heravi, M. Roshani, M. Toosi, L. Jodeyre, Green. Chem. Lett. Rev. 2009, 2, 35.
[25]
F. F. Bamoharram, M. M. Heravi, M. M. Heravi, M. Meraji, Inter J. Green. Nanotech: Phys. Chem. 2009, 1, 26.
[26]
M. M. Heravi, S. Sadjadi, H. Oskooie, F. F. Bamoharram, Synth Commun. in press
[27]
M. M. Heravi, S. Sadjadi, H. A. Oskooie, F. F. Bamoharram, Ultra. Sonochem. 2009, 16, 708.
[28]
M. M. Heravi, S. Sadjadi, H. A. Oskooie, F. F. Bamoharram, Ultra. Sonochem. 2009, 16, 718.
[29]
M. M. Heravi, V. Rasmi , F. F. Bamoharram, S. Sadjadi, L. Fotouhi, S. Sadjadi, M. Bakavoli, Synth. Commun. 2009, 39, 4109.
[30]
D. P. Sawant, S. B. Halligudi, J. Mol. Catal A. 2005, 237, 137.
[31]
D. P. Sawant, B. M. Devassy, S. B. Halligudi, J. Mol. Catal. A. 2004, 217, 211.
[32]
B. M. Devassy, G. V. Shanbhag, S. P. Mirajkar, W. B. Böhringer, J. Fletcher, S. B. Halligudi, J. Mol. Catal. A. 2005, 233, 141.
[33]
B. M. Devassy, G. V. Shanbhag, F. Lefebvre, S. B. Halligudi, J. Mol. Catal. A. 2004, 210, 125.
[34]
B. M. Devassy, S. B. Halligudi, J. Catal. 2005, 236, 313.
[35]
B. M. Devassy, F. Lefebvre, S. B. Halligudi, J. Catal. 2005, 231, 1.
[36]
F. F. Bamoharram, M. M. Heravi, M. Roshani, A. Gharib, M. Jahangir, J. Mol. Catal. A. 2006, 252, 90.
[37]
F. F. Bamoharram, M. M. Heravi, M. Roshani, M. Jahangir, A. Gharib, J. Mol. Catal. A. 2007, 271, 126.
[38]
F. F. Bamoharram, M. M. Heravi, M. Roshani, A. Gharib, M. Jahangir, J. Chin. Chem. Soc. 2007, 54, 1017.
[39]
H. Sharghi, M. H. Sarvari, R. Eskandari R, J. Chem. Res. 2005, 8, 488.
[40]
M. M. Khodaei, A. R. Khosropour, P. Fattahpour, Tetrahedron Lett. 2005, 46, 2105. R. Ghosh, S. Maiti, A. Chakraborty, Synlett. 2005, 115.
[41]
A. T. Khan, T. Parvin, L. H. Choudhury, Tetrahedron. 2007, 63, 5593.
[42]
Ghosh R, Maiti S, Chakraborty A, Mukherjee A K, Tetrahedron. 2006, 62, 4059.
[43]
A. T. Khan, T. Parvin, L. H. Choudhury, Tetrahedron Lett. 2006, 47, 8137.
[44]
L. Nagarapu, S. Kantevari, V. N. Cheemalapati, S. Apuri, V. Kumari, J. Mol. Catal. A: Chem. 2007, 264, 22.
[45]
T. Yakaiah, B. P. V. Lingaiah, G. V. Reddy, Arkivoc. 2007, 227.
[46]
D. Bahulayan, S. K. Das, J. Iqbal, J. Org. Chem. 2003, 68, 5735.
[47]
E. Rafiee, F. Tork, M. Joshaghani, Bioorg. Med. Chem. 2006, 16, 1221.
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