Said Ahmed Soliman GHOZLAN, Amr Mohamed ABDELMONIEM, Ismail Abdelshafy ABDELHAMID, Doaa Mohamed ABDELMONIEM
An efficient one-pot, three-component synthesis of6-cyano-hexahydro-4H-thieno[3',2':5,6]pyrimido[1,2-a]quinoline-2-carboxylatesand their spiro derivatives from-enaminones
An efficient one-pot, three-component synthesis of6-cyano-hexahydro-4H-thieno[3',2':5,6]pyrimido[1,2-a]quinoline-2-carboxylatesand their spiro derivatives from-enaminones
A simple and efficient one-pot synthesis of novel thieno[3',2':5,6]pyrimido[1,2-a]quinoline-2-carboxylates (5a{d) and their spirooxindole derivatives (12a{d) was accomplished. Thus, the Michael addition reaction of the cyclic-enaminone3with the corresponding ; -unsaturated nitrile derivatives4a{din re uxing EtOH in the presence ofpiperidine afforded5a{din good yields. On the other hand, spirooxindole derivatives12a{dwere synthesized by thereaction of cyclic-enaminone3with the corresponding 3-cyanomethylidene-2-oxoindoles11a{din re uxing EtOH.
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- 1.Yamada, N.; Kadowaki, S.; Takahashi, K.; Umezu, K.Biochem. Pharmacol.1992,44, 1211-1213.
- 2.Faber, K.; Stueckler, H.; Kappe, T.J. Heterocycl. Chem.1984,21, 1177-1178.
- 3.Johnson, J. V.; Rauckman, B. S.; Baccanari, P. D.; Roth, B.J. Med. Chem.1989,32, 1942-1949.
- 4.Abdel-Gawad, S. M.; El-Gaby, M. S. A.; Heiba, H. I.; Ali, H. M.; Ghorab, M. M.J. Chin. Chem. Soc.2005,52,1227-1236.
- 5.El-Gaby, M. S. A.; Abdel-Gawad, S. M.; Ghorab, M. M.; Heiba, H. I.; Ali, H. M.Phosphorus, Sulfur, Silicon Relat.Elem.2006,181, 279-297.
- 6.Ghorab, M. M.; Abdel-Hamide, S. G.; Farrag, H. A.Acta Pol. Pharm. Drug Res.2001,58, 175-184.
- 7.Ghorab, M. M.; Ragab, F. A.; Noaman, E.; Heiba, H. I.; Aboulmagd, S. A.Arzneim.-Forsch.2009,59, 96-103.
- 8.Zhao, Y. L.; Chen, Y. L.; Chang, F. S.; Tzeng, C. C.Eur. J. Med. Chem.2005,40, 792-797.
- 9.Rose, U.; Drager, M. J. Med. Chem.1992,35, 2238-2243.
- 10.Li, S. Y.; Chen, Y. L.; Wang, C; Tzeng, C. C.Bioorg. Med. Chem.2006,14, 7370-7376.
- 11.Tseng, C. H.; Chen, Y. L.; Lu, P. J.; Yang, C. N.; Tzeng, C. C.Bioorg. Med. Chem.2008,16, 3153-3162.
- 12.Chen, Y. L.; Chen, I. L.; Wang, T. C.; Han, C. H.; Tzeng, C. C.Eur. J. Med. Chem.2005, 40, 928-934.
- 13.Galliford, C. V.; Scheidt, K. A.Angew. Chem., Int. Ed.2007,46, 8748-8758.
- 14.Kang, T. H.; Murakami, Y.; Matsumoto, K.; Takayama, H.; Kitajima, M.; Aimi, N.; Watanabe, H.Eur. J.Pharmacol.2002,455, 27-34.
- 15.Vine, K. L.; Matesic, L.; Locke, J. M.; Ranson, M.; Skropeta, D.Anticancer Agents Med. Chem.2009,9, 397-414.
- 16.Lin, H.; Danishefsky, S. J.Angew. Chem., Int. Ed.2003,42, 36-51.
- 17.Marti, C.; Carreira, E. M.Eur. J. Org. Chem.2003, 2209-2219.
- 18.Rottmann, M.; McNamara, C.; Yeung, B. K. S.; Lee, M. C. S.; Zou, B.; Russell, B.; Seitz, P.; Plouffe, D. M.;Dharia, N. V.; Tan, J.; et al.Science2010,329, 1175-1180.
- 19.Yeung, B. K. S.; Zou, B.; Rottmann, M.; Lakshminarayana, S. B.; Ang, S. H.; Leong, S. Y.; Tan, J.; Wong, J.;Keller-Maerki, S.; Fischli, C.; et al.J. Med. Chem.2010,53, 5155-5164.
- 20.Ghozlan, S. A. S.; Abdelmoniem, A. M.; Butenschon, H.; Abdelhamid, I. A.Tetrahedron2015,71, 1413-1418.
- 21.Al-Mousawi, S. M.; Moustafa, M. S.; Abdelhamid, I. A.Curr. Org. Chem.2011,15, 3503-3513.
- 22.Ghozlan, S. A. S.; Abdelmoniem, A. M.; Abdelhamid, I. A.Curr. Org. Chem.2011,15, 3098-3119.
- 23.Abdelhamid, I. A.; Darwish, E. S.; Nasra, M. A.; Abdel-Gallil, F. M.; Fleita, D. H.Synthesis2010,2010, 1107-1112.
- 24.Elnagdi, M. H.; Al-Awadi, N. A.; Abdelhamid, I. A.Adv. Heterocycl. Chem.2009,97, 1-43.
- 25.Abdelhamid, I. A.; Mohamed, M. H.; Abdelmoniem, A. M.; Ghozlan, S. A. S.Tetrahedron2009,65, 10069-10073.
- 26.Ghozlan, S. A. S.; Mohamed, M. H.; Abdelmoniem, A. M.; Abdelhamid, I. A.Arkivoc2009,10, 302-311.
- 27.Abdelhamid, I. A.Synlett2009,2009, 625-627.
- 28.Ghozlan, S. A. S.; Abdelhamid, I. A.; Hassaneen, H. M.; Elnagdi, M. H.J. Heterocycl. Chem.2007,44, 105-108.
- 29.Ghozlan, S. A. S.; Abdelhamid, I. A.; Elnagdi, M. H.Arkivoc2006,13, 147-157.
- 30.Ghozlan, S. A. S.; Mohamed, M. F.; Ahmed, A. G.; Shouman, S. A.; Attia, Y. M.; Abdelhamid, I. A.Archiv.Pharm.2015,348, 113-124.
- 31.Karimi-Jaberi, Z.; Takmilifard, Z.Eur. Chem. Bull.2013,2, 211-213.
- 32.Cui, B.; Wang, R. H.; Chen, L. Z.; Jin, Y.; Cui, B.; Wang, R. H.; Chen, L. Z.; Jin, Y.; Han G. F.Synth. Commun.2011,41, 1064-1070.
- 33.Lichitsky, B. V.; Ivanov, S. N.; Dudinov, A. A.; Woznesensky, S. A.; Krayushkin, M. M.Russ. Chem. Bull.2001,50, 2428-2432.
- ISSN: 1300-0527
- Yayın Aralığı: Yılda 6 Sayı
- Yayıncı: TÜBİTAK
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