European Journal of Chemistry 2012, 3(3), 287-292 | doi: https://doi.org/10.5155/eurjchem.3.3.287-292.611 | Get rights and content






  OPEN ACCESS | PEER-REVIEWED | RESEARCH ARTICLE | DOWNLOAD PDF | VIEW FULL-TEXT PDF | TOTAL VIEWS

Synthesis and studies of pyrazolo[3,4-b]piperidin-4-one derivatives


Hussain Ali Soleiman (1,*) , Ali Kamel Khalafallah (2) , Hana'a Abd-Ellatif (3)

(1) Chemistry Department, Aswan Faculty of Science, South Valley University, Aswan, 81111, Egypt
(2) Chemistry Department, Aswan Faculty of Science, South Valley University, Aswan, 81111, Egypt
(3) Chemistry Department, Aswan Faculty of Science, South Valley University, Aswan, 81111, Egypt
(*) Corresponding Author

Received: 10 Apr 2012 | Accepted: 08 Jul 2012 | Published: 30 Sep 2012 | Issue Date: September 2012

Abstract


A series of isolated/fused of pyrazole, isoxazolo, pyrimidine, pyrimidine thione, spiro thiazolodine and spiro β-lactam derivatives incorporating to 4-acetyl-5-amino-3-methyl-1-phenyl-2-pyrazoline have been synthesized by different methods of chemical reactions. The structure assignments of these compounds, based on chemical and spectroscopic evidence were deduced from their IR, 1H NMR, elemental analysis and mass spectrometry.

3_3_287_292_800


Keywords


Pyrazole; Isoxazolo; Pyrimidine; Spiro β-lactam; Pyrimidine thione; Spiro thiazolodine

Full Text:

PDF /    /


DOI: 10.5155/eurjchem.3.3.287-292.611

Links for Article


| | | | | | |

| | | | | | |

Related Articles




Article Metrics

This Abstract was viewed 812 times | PDF Article downloaded 1647 times


Citations

/


[1]. Hussain Ali Soleiman, Ali Kamel Khalafallah, Hana'a Abd-Ellatif
Synthesis and studies of pyrazolo[3,4-b]pyridin-4-one derivatives
European Journal of Chemistry  3(3), 316, 2012
DOI: 10.5155/eurjchem.3.3.316-321.612
/


References

[1]. Heaney, H. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I. Eds.; Pergamon Press: New York, 1991; Vol. 2, pp. 953-973.
http://dx.doi.org/10.1016/B978-0-08-052349-1.00053-6

[2]. Arend, M.; Westermann, B.; Risch, N. Angew. Chem., Int. Ed. 1998, 37, 1044-1070.
http://dx.doi.org/10.1002/(SICI)1521-3773(19980504)37:8<1044::AID-ANIE1044>3.0.CO;2-E

[3]. Denmark, S. E.; Nicaise, O. J. C. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H. Springer, Heidelberg, 1999, Vol. 2, pp. 923-964.

[4]. Kobayashi, S.; Ishitani, H. Chem. Rev. 1999, 99, 1069-1094.
http://dx.doi.org/10.1021/cr980414z
PMid:11749440

[5]. Cordova, A. Acc. Chem. Res. 2004, 93, 522-528.

[6]. Newkome, G. R.; Moorefield, C. N.; Vogtle, F. Dendrimers and Dendrons; Wiley-VCH: Verlag GmbH, 2002.

[7]. Dendrimers and Other Dendritic Polymers; Frechet, J. M. J.; Tomalia, D. A., Eds.; John Wiley & Sons: Chichester, 2001.

[8]. Dendrimers in Catalysis; Topics in Organometallic Chemistry; Gade, L. H., Eds.; Springer-Verlag: Heidelberg, 2006; Vol. 20, 1-42.

[9]. Mery, D.; Astruc, D. Coord. Chem. Rev. 2006, 250(15-16), 1965-1979.
http://dx.doi.org/10.1016/j.ccr.2005.11.012

[10]. Helms, B.; Frechet, J. M. J. Adv. Synth. Catal. 2006, 348, 1125-1148
http://dx.doi.org/10.1002/adsc.200606095

[11]. Astruc, D.; Heuze, K.; Gatard, S.; Mery, D.; Nlate, S.; Plault, L. Adv. Synth. Catal. 2005, 347, 329-338.
http://dx.doi.org/10.1002/adsc.200404247

[12]. Astruc, D.; Chardac, F. Chem. Rev. 2001, 101, 2991-3023.
http://dx.doi.org/10.1021/cr010323t
PMid:11749398

[13]. Ooosterom, G. E.; Reek, J. N. H.; Kamer, P. C. J.; VanLeeuwen, P. W. N. M. Angew. Chem. Int. Ed. 2001, 40, 1828-1849.
http://dx.doi.org/10.1002/1521-3773(20010518)40:10<1828::AID-ANIE1828>3.0.CO;2-Y

[14]. Scot, R. W. J.; Wilson, O. M.; Crooks, R. M. J. Phys. Chem. B. 2005, 109, 692-704.
http://dx.doi.org/10.1021/jp0469665
PMid:16866429

[15]. Wu, H.; Chen, X.; Wan, Y.; Ye, L.; Xin, H.; Xu, H.; Yue, C.; Pang, L.; Ma, R. Shi, D. Tetrahedron Lett. 2009, 50, 1062-1065.
http://dx.doi.org/10.1016/j.tetlet.2008.12.067

[16]. Dziedzic, V.; Ibrahem, I.; Cordova, A. Tetrahedron Lett. 2008, 49, 803-807.
http://dx.doi.org/10.1016/j.tetlet.2007.11.196

[17]. Hayashi, Y.; Urushima, T.; Aratake, S.; Okano, T.; Obi, K. Org. Lett. 2008, 10(1), 21-24.
http://dx.doi.org/10.1021/ol702489k
PMid:18052181

[18]. Khan, A. T.; Pravin, T.; Choudhary, L. H. Eur. J. Org. Chem. 2008, 834-839.
http://dx.doi.org/10.1002/ejoc.200700643

[19]. Bigdeli, M. A.; Nemati, F.; Mahdavinia, G. H. Tetrahedron Lett. 2007, 48, 6801-6804.
http://dx.doi.org/10.1016/j.tetlet.2007.07.088

[20]. Guo, Q. X.; Liu, H.; Guo, C.; Luo, S. W.; Gu, Y.; Gong, L. Z. J. Am. Chem. Soc. 2007, 129, 3790-3791.
http://dx.doi.org/10.1021/ja068236b
PMid:17358062

[21]. Wang, R.; Li, B. G.; Huang, T. K.; Shi, L.; Lu, X. X. Tetrahedron Lett. 2007, 48, 2071-2073.
http://dx.doi.org/10.1016/j.tetlet.2007.01.142

[22]. Wu, H.; Shen, L. Y.; Fan, Y.; Zhang, P.; Chen, C. F.; Wang, W. X. Tetrahedron 2007, 63, 2404-2408.
http://dx.doi.org/10.1016/j.tet.2007.01.015

[23]. Cheng, L.; Wu, X.; Lu, Y. Org. Biomol. Chem. 2007, 5, 1018-1020.
http://dx.doi.org/10.1039/b701579h

[24]. Azizi, N.; Torkiyan, L.; Saidi, M. R. Org. Lett. 2006, 8, 2079-2082.
http://dx.doi.org/10.1021/ol060498v
PMid:16671786

[25]. Hayashi, Y.; Tsuboi, W.; Shoji, M.; Suzuki, N. J. Am. Chem. Soc. 2003, 125, 11208-11209.
http://dx.doi.org/10.1021/ja0372513
PMid:16220937

[26]. Tomalia, D. A. In Polymer Chemistry A Practical Approach: Davis, F. J. Eds.; Oxford University Press: UK, 2004; pp. 188-194.

[27]. Tomalia, D. A.; Baker, H.; Dewald, J.; Hall, M.; Kallos, G.; Martin, S.; Roeck, J.; Ryder, J.; Smith, P. Polym. J. 1985, 17, 117-132.
http://dx.doi.org/10.1295/polymj.17.117

[28]. Lee, K. Y.; Kim, J. M.; Kim, J. N. Tetrahedron Lett. 2003, 44, 6737-6740.
http://dx.doi.org/10.1016/S0040-4039(03)01648-4

[29]. LeBlanc, R.; Dickson, J.; Brown, T.; Stewart, M.; Pati, H. N.; VanDerveer, D.; Arman, H.; Harris, J.; Pennington, W.; Holt, H. L. Jr.; Lee, M. Bioorg. Med. Chem. 2005, 13, 6025-6034.
http://dx.doi.org/10.1016/j.bmc.2005.06.028

[30]. Bhat, B. A.; Dhar, K. L.; Puri, S. C.; Saxena, A. K.; Shanmugavel, M.; Qazi, G. N. Bioorg. Med. Chem. Lett. 2005, 15, 3177-3180.
http://dx.doi.org/10.1016/j.bmcl.2005.03.121

[31]. Bhat, B. A.; Puri, S. C.; Qurishi, M. A.; Dhar, K. L.; Qazi, G. N. Synth. Commun. 2005, 35, 1135-1142.
http://dx.doi.org/10.1081/SCC-200054225

[32]. Abdon, I. M.; Saleh, A. M.; Zodhi, H. F. Molecules 2004, 9, 109-116.
http://dx.doi.org/10.3390/90300109
PMid:18007415

[33]. Straub, A.; Stasch, J.; Alonso-Alija, C.; Benet-Buchholz, J.; Ducke, B.; Feurer, A.; Furstner, C. Bioorg. Med. Chem. 2001, 11, 781-784.
http://dx.doi.org/10.1016/S0960-894X(01)00073-7

[34]. Ge, M.; Cline, E.; Yang, L. Tetrahedron Lett. 2006, 47, 5797-5799.
http://dx.doi.org/10.1016/j.tetlet.2006.05.173

[35]. Martins, M. A. P.; Cunico, W.; Siqueira, G. M.; Leidens, V. L.; Zanatta, N.; Bonacorso, H. G.; Flores, A. F. C. J. Braz. Chem. Soc. 2005, 16, 275-279.
http://dx.doi.org/10.1590/S0103-50532005000200022

[36]. Martins, M. A. B.; Beck, P.; Machado, P.; Brondani, S.; Moura, S.; Zanatta, N.; Bonacorso, H. G. B.; Flores, A. F. C. J. Braz. Chem. Soc. 2006, 17, 408-410.
http://dx.doi.org/10.1590/S0103-50532006000200027

[37]. Atlan, V.; Buron, C.; Kaim, L. E. Synlett 2000, 4, 489-490.

[38]. Soleiman, H. A.; Khalafallah, A. K.; Abd-Ellatif, H. Eur. J. Chem. 2012, 3(3), 316-321.
http://dx.doi.org/10.5155/eurjchem.3.3.316-321.612

[39]. Mohanty, M. K.; Sridhar, R.; Padmanavan, S. Y. Indian. J. Chem. 1977, 158, 1146-1148.

How to cite


Soleiman, H.; Khalafallah, A.; Abd-Ellatif, H. Eur. J. Chem. 2012, 3(3), 287-292. doi:10.5155/eurjchem.3.3.287-292.611
Soleiman, H.; Khalafallah, A.; Abd-Ellatif, H. Synthesis and studies of pyrazolo[3,4-b]piperidin-4-one derivatives. Eur. J. Chem. 2012, 3(3), 287-292. doi:10.5155/eurjchem.3.3.287-292.611
Soleiman, H., Khalafallah, A., & Abd-Ellatif, H. (2012). Synthesis and studies of pyrazolo[3,4-b]piperidin-4-one derivatives. European Journal of Chemistry, 3(3), 287-292. doi:10.5155/eurjchem.3.3.287-292.611
Soleiman, Hussain, Ali Kamel Khalafallah, & Hana'a Abd-Ellatif. "Synthesis and studies of pyrazolo[3,4-b]piperidin-4-one derivatives." European Journal of Chemistry [Online], 3.3 (2012): 287-292. Web. 23 Sep. 2020
Soleiman, Hussain, Khalafallah, Ali, AND Abd-Ellatif, Hana'a. "Synthesis and studies of pyrazolo[3,4-b]piperidin-4-one derivatives" European Journal of Chemistry [Online], Volume 3 Number 3 (30 September 2012)

The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item


DOI Link: https://doi.org/10.5155/eurjchem.3.3.287-292.611

| | | | | | |

| | | | | |

Save to Zotero Save to Mendeley



European Journal of Chemistry 2012, 3(3), 287-292 | doi: https://doi.org/10.5155/eurjchem.3.3.287-292.611 | Get rights and content

Refbacks

  • There are currently no refbacks.




Copyright (c)




© Copyright 2010 - 2020  Atlanta Publishing House LLC All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2010-2020 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.