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Using of ZnCl2/AlCl3-SiO2 Catalyzed for One-Pot and Tree Substituted Synthesis of 1,4- Dihydropyridine Derivatives Via Hantzsch Reaction
Corresponding Author(s) : Mohammad R. Asghariganjeh
Asian Journal of Chemistry,
Vol. 25 No. 5 (2013): Vol 25 Issue 5
Abstract
In this study, we utilize ZnCl2/AlCl3-SiO2 as a moderate, retrievable, cost-effective and available catalyst at room ambient temperature and in the solvent free in order to synthesize 1,4-dihydropyridine, which entails biological characteristics in Hantzsch reaction. This reaction is as a result of compression of three components, in the solvents free and high yield products and with high-efficiency and purity.
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- V. Sridharan, P.T. Perumal, C. Avendano and J.C. Menendez, Tetrahedron, 63, 4407 (2007).
- C.O. Kappe, Molecules, 1, 3 (1998).
- M. Maheswara, V. Siddaiah, G.L.V. Damu and C.V. Rao, ARKIVOC, 201 (2006).
- R.K. Vohra, C. Bruneau and J.L. Renauda, Adv. Synth.: Catal., 348, 2571 (2006).
- D.M. Stout and A.I. Meyers, Chem. Rev., 82, 223 (1982).
- A. Domling and I. Ugi, Angew. Chem. Int. Engl., 39, 3321 (2000).
- G.R. Green, J.M. Evans and A.K. Vong, in eds.: A.R. Katrizky, C.W. Rees and E.F.V. Seriven, Incomprehensive Heterocyclic Chemistry II; Pergamon Press: Oxford, Vol. 5, p. 469 (1995).
- M.M. Kumor and R.A. Maurya, Tetrahedron. Lett., 48, 3887 (2007).
- M.M. Heravi, K. Bakhtiari, N.M. Javadi, F.F. Bamoharram, M. Saeedi, H.A. Oskooie, J. Mol. Catal. A, 50, 264 (2007).
- A. Kumar and R.A. Maurya, Tetrahedron Lett., 48, 3887 (2007).
- C. Cai, M. Hung and B.Y. Wen. J. Fluorine Chem., 131, 111, (2010).
- J.L. Donelson, R.A. Gibbs and S.K. De, J. Mol. Catal. A, 256, 309 (2006).
- A. Heydari, S. Khaksar, M. Tajbakhsh and H.R. Bijanzade, J. Fluorine Chem., 130, 609 (2009).
- A. Kumar and R.A. Maurya, Tetrahedron, 63, 1946 (2007).
- S.B. Sapcal, K.F. Shelk, B.B. Shigate and M.S. Shingare, Tetrahedron Lett., 50, 1754 (2009).
- S. Ko, M.N.V. Sastry, C.C. Lia and C.-F. Yao, Tetrahedron Lett., 46, 5771 (2005).
- Shengkai Ko and Ching-Fa Yao, Tetrahedron, 62, 7293 (2006).
- A.S. Kumar and S. Mujumdar, J. Mol. Catal. A, 35, 269 (2007).
- F. Alonso, P. Riente and M. Yus, Tetrahedron, 64, 1847 (2008).
- F. Alonso, P. Riente and M. Yus, Tetrahedron Lett., 49, 1939 (2008).
- F. Alonso, P. Riente and M. Yus, Synlett, 1289 (2008).
- A. Dhakshinamoorty and K. Pitchumani, Tetrahedron Lett., 49, 1818 (2008).
- L. Zank and J. Zielinski, J. Appl. Catal. A, 268, 334 (2008).
- M. Li, Z. Zuo, L. Wen and S. Wang, J. Comb. Chem., 10, 436 (2008).
- C.S. Reddy and M. Ragha, Chin. Chem. Lett., 19, 775 (2008).
- S.R. Cherkupally and R. Mekalan, Chem. Pharm. Bull., 56, 1002 (2008).
References
V. Sridharan, P.T. Perumal, C. Avendano and J.C. Menendez, Tetrahedron, 63, 4407 (2007).
C.O. Kappe, Molecules, 1, 3 (1998).
M. Maheswara, V. Siddaiah, G.L.V. Damu and C.V. Rao, ARKIVOC, 201 (2006).
R.K. Vohra, C. Bruneau and J.L. Renauda, Adv. Synth.: Catal., 348, 2571 (2006).
D.M. Stout and A.I. Meyers, Chem. Rev., 82, 223 (1982).
A. Domling and I. Ugi, Angew. Chem. Int. Engl., 39, 3321 (2000).
G.R. Green, J.M. Evans and A.K. Vong, in eds.: A.R. Katrizky, C.W. Rees and E.F.V. Seriven, Incomprehensive Heterocyclic Chemistry II; Pergamon Press: Oxford, Vol. 5, p. 469 (1995).
M.M. Kumor and R.A. Maurya, Tetrahedron. Lett., 48, 3887 (2007).
M.M. Heravi, K. Bakhtiari, N.M. Javadi, F.F. Bamoharram, M. Saeedi, H.A. Oskooie, J. Mol. Catal. A, 50, 264 (2007).
A. Kumar and R.A. Maurya, Tetrahedron Lett., 48, 3887 (2007).
C. Cai, M. Hung and B.Y. Wen. J. Fluorine Chem., 131, 111, (2010).
J.L. Donelson, R.A. Gibbs and S.K. De, J. Mol. Catal. A, 256, 309 (2006).
A. Heydari, S. Khaksar, M. Tajbakhsh and H.R. Bijanzade, J. Fluorine Chem., 130, 609 (2009).
A. Kumar and R.A. Maurya, Tetrahedron, 63, 1946 (2007).
S.B. Sapcal, K.F. Shelk, B.B. Shigate and M.S. Shingare, Tetrahedron Lett., 50, 1754 (2009).
S. Ko, M.N.V. Sastry, C.C. Lia and C.-F. Yao, Tetrahedron Lett., 46, 5771 (2005).
Shengkai Ko and Ching-Fa Yao, Tetrahedron, 62, 7293 (2006).
A.S. Kumar and S. Mujumdar, J. Mol. Catal. A, 35, 269 (2007).
F. Alonso, P. Riente and M. Yus, Tetrahedron, 64, 1847 (2008).
F. Alonso, P. Riente and M. Yus, Tetrahedron Lett., 49, 1939 (2008).
F. Alonso, P. Riente and M. Yus, Synlett, 1289 (2008).
A. Dhakshinamoorty and K. Pitchumani, Tetrahedron Lett., 49, 1818 (2008).
L. Zank and J. Zielinski, J. Appl. Catal. A, 268, 334 (2008).
M. Li, Z. Zuo, L. Wen and S. Wang, J. Comb. Chem., 10, 436 (2008).
C.S. Reddy and M. Ragha, Chin. Chem. Lett., 19, 775 (2008).
S.R. Cherkupally and R. Mekalan, Chem. Pharm. Bull., 56, 1002 (2008).