Solid acid catalyst TS‑1 zeolite‑assisted solvent‑free one‑pot…
Conclusions
In summary, we have developed a conventional approach for the synthesis of
2
,4,6-triaryl pyridines, assisted by the solid acid catalyst, TS-1 zeolite, from ace-
tophenone, aryl aldehyde and ammonium acetate. It shows excellent catalytic
potency for the synthesis of poly-substituted pyridines via a cyclic condensation
reaction under solvent-free conditions. This method oꢃers remarkable advan-
tages over reported methods because of the non-toxic, non-corrosive and reusable
nature of the TS-1 catalyst with excellent yields.
Acknowledgements We gratefully acknowledge the Head, Department of Chemistry, Dr. Babasa-
heb Ambedkar Marathwada University, Aurangabad–431004 (MS), India, for his support and constant
encouragement during the progress of this work and for providing necessarily laboratory facilities. The
corresponding author, MKL, is grateful to UGC New Delhi for providing ꢀnancial support under major
research project F. No. 43-184/2014 (SR). The authors are grateful to STIC Cochin and SAIF Chandigarh
for characterization facilities.
References
1
2
.
.
W. Zhao, F.E. Chen, Cur. Org. Syn. 9, 873 (2012)
P. Martins, J. Jesus, S. Santos, L.R. Raposo, C.R. Rodrigues, P.V. Baotusta, A.R. Fernandes, Mol-
ecules 20, 16852 (2015)
3
4
.
.
A. Ahmad, A. Husain, S.A. Khan, M. Mujeeb, A. Bhandari, J. Saudi Chem. Soc. 20, 577 (2016)
R. Karki, C. Park, K.Y. Jun, J.G. Jee, J.H. Lee, P. Thapa, T.M. Kadayat, Y. Kwon, E.S. Lee, Eur. J.
Med. Chem. 84, 555 (2014)
5
6
.
.
S. Samshuddin, B. Narayana, D.N. Shettyand, R. Raghavendra, Der Pharma Chemika 3, 232 (2011)
R. Khajuria, P. Kannaboina, K.K. Kapoor, A. Gupta, G. Raina, A.K. Jassal, L.K. Rana, M.S. Hun-
dal, P. Das, Org. Biomol. Chem. 13, 5944 (2015)
7
8
9
.
.
.
G. Bist, S. Park, C. Song, T.B.T. Magar, A. Shrestha, Y. Kwon, E.S. Lee, Eur. J. Med. Chem. 133,
6
9 (2017)
A.R. Moosavi-Zare, M.A. Zolꢀgol, S. Farahmand, A. Zare, A.R. Pourali, R. Ayazi-Nasrabadi, Syn-
lett 25, 193 (2014)
L. Yasmin, P.K. Eggers, B.W. Skelton, K.A. Stubbs, C.L. Raston, Green Chem. 16, 3450 (2014)
1
1
1
1
1
1
1
0. V. Kimesova, M. Sovoboda, K. Waisser, M. Pour, J. Kaustova, IL Farmaco 54, 666 (1999)
1. I.J. Enyedy, S. Sakamuri, W.A. Zaman, K.M. Johnson, S. Wang, Med. Chem. Lett. 13, 513 (2003)
2. A. Winter, C. Friebe, M.D. Hager, U. S. Schubert, Ero. J. Org. Chem. (6), 801 (2009)
3. M.M. Heravi, K. Bakhtiari, Z. Daroogheha, F.F. Bamoharram, Catal. Commun. 8, 1991 (2007)
4. H. Alinezhad, M. Tajbakhsh, N. Ghobadi, Syn. Commun. 45, 1964 (2015)
5. M.R.M. Shaꢀee, R. Moloudi, J. Chem. Res. 35, 294 (2011)
6. P.V. Shende, V.B. Labade, J.B. Gujar, B.B. Shingte, M.S. Shingare, Tetrahedron Lett. 53, 1523
(
2012)
1
1
1
7. M.R.M. Shaꢀee, R. Moloudi, M. Ghashang, APCBEE Procedia 1, 221 (2012)
8. P. Rajput, N.J.P. Subhashini, Shivaraj, J. Sci. Res. 2, 337 (2010)
9. E. Tabrizian, A. Amoozadeh, S. Rahmani, E. Imanifar, S. Azhari, M. Malmir, Chi. Chem. Lett. 26,
1
278 (2015)
2
2
2
2
2
2
2
2
0. M.R.M. Shaꢀee, R. Moloudi, Lett. Org. Chem. 8, 719 (2011)
1. R.S. Rohokale, B. Koenig, D.D. Dhavale, J. Org. Chem. 81, 7121 (2016)
2. M. Kamli, Cogent Chem. 2, 1171123 (2016)
3. V. Kannan, K. Sreekumar, Mod. Res. Catal. 2, 42 (2013)
4. J. Safari, S.G. Ravandi, M.B. Borujeni, J. Chem. Sci. 125, 1063 (2013)
5. Z. Zarnegar, J. Safari, M.B. Borujeni, Chem. Hete. Comp. 501, 683 (2015)
6. Z.L. Min, T.Z. Yin, X.M. Hu, Asian J. Chem. 26, 7977 (2014)
7. S. Mahernia, M. Adib, M. Mahdavi, M. Nosrati, Tetrahedron Lett. 55, 3844 (2014)
1
3