Browse > Article
http://dx.doi.org/10.5012/bkcs.2009.30.11.2532

Scolecite Catalyzed Facile and Efficient Synthesis of Polyhydroquinoline Derivatives through Hantzsch Multi-component Condensation  

Gadekar, Lakshman S. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University)
Katkar, Santosh S. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University)
Mane, Shivshankar R. (National Chemical Laboratory)
Arbad, Balasaheb R. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University)
Lande, Machhindra K. (Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University)
Publication Information
Abstract
A facile and efficient synthetic route has been developed for the polyhydroquinoline via four component reactions of aldehydes, dimedone, ethyl acetoacetate and ammonium acetate in the presence of catalytic amount of scolecite in ethanol at 70 ${^{\circ}C}$ through Hantzsch reaction. This method gives remarkable advantages such as simple work-up procedure, environmentally friendly, inexpensive, non-toxic and recyclable catalyst, shorter reaction time along with excellent yields.
Keywords
Heterogeneous catalyst; Reusable catalyst; Multicomponent reaction; Polyhydroquinoline;
Citations & Related Records

Times Cited By Web Of Science : 3  (Related Records In Web of Science)
Times Cited By SCOPUS : 4
연도 인용수 순위
1 Arumugam, P.; Perumal, P. T. Indian J. Chem: Sec B 2008, 47(B), 1084
2 Shinde, S. V.; Jadhav, W. N.; Lande, M. K.; Gadekar, L. S.; Arbad, B. R.; Kondre, J. M.; Karade, N. N. Catal. Lett. 2008, 125, 57   DOI
3 Boer, R.; Gekeler, V. Drugs Fut. 1995, 20, 499   DOI   ScienceOn
4 Bretzel, R. G.; Bollen, C. C.; Maeser, E.; Federlin, K. F. Drugs Fut. 1992, 17, 465
5 Godfraind, T.; Miller, R.; Wibo, M. Pharmacol. Rev. 1986, 38, 321.
6 Klusa, V. Drugs Fut. 1995, 20, 135
7 Bretzel, R. G.; Bollen, C. C.; Maeser, E.; Federlin, K. F. Am. J. Kidney Dis. 1993, 21, 53   DOI   ScienceOn
8 Sabitha, G.; Reddy, G. S. K. K.; Reddy, C. S.; Yadhav, J. S. Tetrahedron Lett. 2003, 44, 4129   DOI   ScienceOn
9 Ko, S.; Yao, C.-F. Tetrahedron 2006, 62, 7293   DOI   ScienceOn
10 Karade, N. N.; Budhewar, V. H.; Shinde, S. V.; Jadhav, W. N. Lett. Org. Chem. 2007, 4, 16   DOI   ScienceOn
11 Ji, S. J.; Jiang, Z. Q.; Lu, J.; Loh, T. P. Synlett. 2004, 831
12 Donelson, J. L.; Gibbs R. A.; De, S. K. J. Mol. Catal A: Chem. 2006, 256, 309   DOI   ScienceOn
13 Fard, M.; Moghanian, H.; Ebrahimi, S.; Kalhor, M. Synth. Commun. 2009, 39(7), 1166   DOI   ScienceOn
14 Sapkal, S. B.; Shelke, K. F.; Shingate, B. B.; Shingare, M. S. Tetrahedron Lett. 2009, 50(15), 1754   DOI   ScienceOn
15 Wang, L. M.; Sheng, J.; Zhang, L.; Han, J. W.; Fan, Z. Y.; Tian, H.; Qian, C. T. Tetrahedron 2005, 61, 1539   DOI   ScienceOn
16 Kumar, A.;. Maurya, R. A. Tetrahedron Lett. 2007, 48, 3837
17 Ko, S.; Sastry, M. N. V.; Lin, C.; Yao, C.-F. Tetrahedron Lett. 2005, 46, 5771   DOI   ScienceOn
18 Maheswara, M.; Siddaiah, V.; Damu, G. L. V.; Rao, C. V. Arkivoc. 2006, ii, 201   DOI   ScienceOn
19 Gordeev, M. F.; Patel, D. V.; Gordon, P. M. J. Org. Chem. 1996, 61, 924   DOI   ScienceOn
20 Gadekar, L. S.; Katkar, S. S.; Vidhate, K. N.; Arbad, B. R.;. Lande, M. K. Bull. Catal. Soc. Ind. 2008, 7, 79.
21 Bandgar, B. P.; More, P. E.; Kamble, V. T.; Totre, J. V. Arkivoc. 2008, $\chi\nu$, 1
22 Gaudio, A. C.; Korokovas, A.; Takahata, Y. J. Pharm. Sci. 1994, 83, 1110   DOI   ScienceOn
23 Hantzsch, A. Ann. Chem. 1882, 215, 1.   DOI   ScienceOn
24 Gadekar, L. S.; Mane, S. R.; Katkar, S. S.; Arbad, B. R.; Lande, M. K. Cent. Eur. J. Chem. 2009, 7(3), 550.   DOI   ScienceOn
25 Katkar, S.; Gadekar, L.; Lande, M. Rasayan J. Chem. 2008, 1(4), 865
26 Wiley, R. H.; England, D. C.; Behr, L. C. In Organic Reactions; Wiley: Toronto, 1951; vol 6, p 367   DOI   ScienceOn
27 Lande, M. K.; Gadekar, L. S.; Arbad, B. R. Org. Chem: An Indan J. 2008, 4(9-11), 458.
28 Janis, R. A.; Silver, P. J.; Triggle, D. J. J. Adv. Drug. Res. 1987, 16, 309.
29 Mager, P. P.; Coburn, R. A.; Solo, A. J.; Triggle, D. J.; Rothe, H. Drug Des. Discov. 1992, 8, 273.
30 Manmhold, R.; Jablonka, B.; Voigdt, W.; Schoenafinger, K.; Schraven, E. J. Med. Chem. 1992, 27, 229.   DOI   ScienceOn
31 Hantzsch, A. Dtsch. Chem. Ges. 1888, 21, 942.   DOI   ScienceOn
32 Hantzsch, A. Dtsch. Chem. Ges. 1890, 23, 1747.