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One-Pot Synthesis of β-acetamido Ketones Using Silica-Supported Preyssler Nanoparticles (SPNPs) as Green and Reusable Catalyst

Received: 26 June 2015     Accepted: 3 July 2015     Published: 6 July 2015
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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.

Published in American Journal of Heterocyclic Chemistry (Volume 1, Issue 2)
DOI 10.11648/j.ajhc.20150102.12
Page(s) 29-34
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2015. Published by Science Publishing Group

Keywords

β-acetamido, Catalyst, Synthesis, Nanoparticles, Preyssler

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.
Cite This Article
  • APA Style

    Ali Gharib, Nader Noroozi Pesyan, Leila Vojdani Fard, Mina Roshani. (2015). One-Pot Synthesis of β-acetamido Ketones Using Silica-Supported Preyssler Nanoparticles (SPNPs) as Green and Reusable Catalyst. American Journal of Heterocyclic Chemistry, 1(2), 29-34. https://doi.org/10.11648/j.ajhc.20150102.12

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    ACS Style

    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. Am. J. Heterocycl. Chem. 2015, 1(2), 29-34. doi: 10.11648/j.ajhc.20150102.12

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    AMA Style

    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. Am J Heterocycl Chem. 2015;1(2):29-34. doi: 10.11648/j.ajhc.20150102.12

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  • @article{10.11648/j.ajhc.20150102.12,
      author = {Ali Gharib and Nader Noroozi Pesyan and Leila Vojdani Fard and Mina Roshani},
      title = {One-Pot Synthesis of β-acetamido Ketones Using Silica-Supported Preyssler Nanoparticles (SPNPs) as Green and Reusable Catalyst},
      journal = {American Journal of Heterocyclic Chemistry},
      volume = {1},
      number = {2},
      pages = {29-34},
      doi = {10.11648/j.ajhc.20150102.12},
      url = {https://doi.org/10.11648/j.ajhc.20150102.12},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajhc.20150102.12},
      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.},
     year = {2015}
    }
    

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  • TY  - JOUR
    T1  - One-Pot Synthesis of β-acetamido Ketones Using Silica-Supported Preyssler Nanoparticles (SPNPs) as Green and Reusable Catalyst
    AU  - Ali Gharib
    AU  - Nader Noroozi Pesyan
    AU  - Leila Vojdani Fard
    AU  - Mina Roshani
    Y1  - 2015/07/06
    PY  - 2015
    N1  - https://doi.org/10.11648/j.ajhc.20150102.12
    DO  - 10.11648/j.ajhc.20150102.12
    T2  - American Journal of Heterocyclic Chemistry
    JF  - American Journal of Heterocyclic Chemistry
    JO  - American Journal of Heterocyclic Chemistry
    SP  - 29
    EP  - 34
    PB  - Science Publishing Group
    SN  - 2575-5722
    UR  - https://doi.org/10.11648/j.ajhc.20150102.12
    AB  - 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.
    VL  - 1
    IS  - 2
    ER  - 

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Author Information
  • Department of Chemistry, Islamic Azad University, Mashhad, Iran

  • Department of Chemistry, Faculty of Science, Urmia University, Urmia, Iran

  • Education Ministry, Education Organization of Razavi Khorasan, Mashhad, Iran

  • Department of Chemistry, Islamic Azad University, Mashhad, Iran

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