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Organoclay as a Highly Efficient Catalyst for Three-Component One-Pot Biginelli Synthesis of Octahydroquinazolinone Derivatives
Corresponding Author(s) : Soheil Sayyahi
Asian Journal of Chemistry,
Vol. 25 No. 11 (2013): Vol 25 Issue 11
Abstract
In this study, the synthesis of octahydroquinazolinone derivatives via three-component Biginelli reaction is reported. The organoclay-catalyzed process proved to be simple, efficient and environmentally friendly.
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- (a) J. Zhu and H. Bienayme, Multicomponent Reactions, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim (2005); (b) A. Dömling and Y. Huang, Synthesis, 2859 (2010).
- M.J. Climent, A. Corma and S. Iborra, RSC Adv., 2, 16 (2012).
- (a) G. Nagendrappa, Appl. Clay Sci., 53, 106 (2011); (b) V. Singh, R. Ratti and S. Kaur, J. Mol. Catal. A, 334, 13 (2011).
- E. Serefoglou, K. Litina, D. Gournis, E. Kalogeris, A.A. Tzialla, I.V. Pavlidis, C. Stamatis, E. Maccallini, M. Lubomska and P. Rudolf, Chem. Mater., 20, 4106 (2008).
- (a) A.R. Kiasat and S. Sayyahi, Catal. Commun., 11, 484 (2010); (b) S. Sayyahi and Saghanezhad, J. Chin. Chem. Lett., 22, 300 (2011); (c) M. Gorjizadeh and S. Sayyahi, Chin. Chem. Lett., 22, 659 (2011).
- A.R. Kiasat and S. Sayyahi, Mol. Divers., 14, 155 (2010).
- Z. Hassani, M.R. Islami and M. Kalantari, Bioorg. Med. Chem. Lett., 16, 4479 (2006).
- (a) S. Kantevari, R. Bantu and L. Nagarapu, Arkivoc, 136 (2006); (b) H. Lin, Q. Zhao, B. Xu and X. Wang, J. Mol. Catal. A, 268, 221 (2007); (c) M. Yarim, S. Sarac, F.S. Kilic and K. Erol, IL Farmaco, 58, 17 (2003); (d) S. Samantaray and B.G. Mishra, J. Mol. Catal. A, 339, 92 (2011).
- K.S. Niralwad, B.B. Shingate and M.S. Shingare, Tetrahedron Lett., 51, 3616 (2010).
- S. Sonawane, P. Chaudhari, S. Ghodke, S. Ambade, S. Gulig, A. Mirikar and A. Bane, Ultrason. Sonochem., 15, 1033 (2008).
- J. Zhu, L. Zhu, R. Zhu and B. Chen, Clays Clay Miner., 56, 144 (2008)
References
(a) J. Zhu and H. Bienayme, Multicomponent Reactions, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim (2005); (b) A. Dömling and Y. Huang, Synthesis, 2859 (2010).
M.J. Climent, A. Corma and S. Iborra, RSC Adv., 2, 16 (2012).
(a) G. Nagendrappa, Appl. Clay Sci., 53, 106 (2011); (b) V. Singh, R. Ratti and S. Kaur, J. Mol. Catal. A, 334, 13 (2011).
E. Serefoglou, K. Litina, D. Gournis, E. Kalogeris, A.A. Tzialla, I.V. Pavlidis, C. Stamatis, E. Maccallini, M. Lubomska and P. Rudolf, Chem. Mater., 20, 4106 (2008).
(a) A.R. Kiasat and S. Sayyahi, Catal. Commun., 11, 484 (2010); (b) S. Sayyahi and Saghanezhad, J. Chin. Chem. Lett., 22, 300 (2011); (c) M. Gorjizadeh and S. Sayyahi, Chin. Chem. Lett., 22, 659 (2011).
A.R. Kiasat and S. Sayyahi, Mol. Divers., 14, 155 (2010).
Z. Hassani, M.R. Islami and M. Kalantari, Bioorg. Med. Chem. Lett., 16, 4479 (2006).
(a) S. Kantevari, R. Bantu and L. Nagarapu, Arkivoc, 136 (2006); (b) H. Lin, Q. Zhao, B. Xu and X. Wang, J. Mol. Catal. A, 268, 221 (2007); (c) M. Yarim, S. Sarac, F.S. Kilic and K. Erol, IL Farmaco, 58, 17 (2003); (d) S. Samantaray and B.G. Mishra, J. Mol. Catal. A, 339, 92 (2011).
K.S. Niralwad, B.B. Shingate and M.S. Shingare, Tetrahedron Lett., 51, 3616 (2010).
S. Sonawane, P. Chaudhari, S. Ghodke, S. Ambade, S. Gulig, A. Mirikar and A. Bane, Ultrason. Sonochem., 15, 1033 (2008).
J. Zhu, L. Zhu, R. Zhu and B. Chen, Clays Clay Miner., 56, 144 (2008)