European Journal of Chemistry

Facile synthesis of new fused and non-fused heterocyclic systems from a γ-ketoacid

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Marwa Sayed Salem
Maher Abd El-Aziz Mahmoud El-Hashash
Al-Shimaa Omar Ali Mahmoud
Hassan Mohamed Fawzy Madkour


The chemical reactivity of 4-(2-tetryl)-4-oxobut-2-enoic acid towards carbon, nitrogen, oxygen, sulfur nucleophiles and binucleophiles namely o-phenylenediamine, o-aminophenol, and o-aminothiophenol has been studied. The investigated nucleophilic reactions result in the formation of heterocyclic compounds with fused and non-fused systems namely, pyridazinone, tetrhydroquinoline, quinoxalone, oxazinone, thiazole and benzocoumarin.

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Salem, M. S.; El-Hashash, M. A. E.-A. M.; Mahmoud, A.-S. O. A.; Madkour, H. M. F. Facile Synthesis of New Fused and Non-Fused Heterocyclic Systems from a γ-Ketoacid. Eur. J. Chem. 2014, 5, 33-40.

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[1]. Kirchner, F. K.; Bailey, J. H.; Cavallito, C. J. J. Am. Chem. Soc. 1949, 71, 1210-1213.

[2]. Dal Pozzo, A.; Acquasaliante, M.; Donezzeli, G.; De Maria, P.; Nicoli, C. J. Med. Chem. 1987, 30(9), 1674-1677.

[3]. Bowden, K.; Dal Pozzo, A.; Duah, C. K. J. Chem. Res. (S) 1990,12, 2801-2830.

[4]. Teichert, A.; Lubken, T.; Schmidt, J.; Porzel, A.; Arnold, N.; Wessjohann, L. Z. Naturforsch. B 2005, 60, 25-32.

[5]. Cramer, B.J.; Schroeder, W.; Moran, W.J.; Nield, C.H.; Edwards, M.; Jarowski, C.I.; Puetzer, B. J. Am. Pharm. Assoc. Sci. 1948, 37(11), 439-449.

[6]. Bianchi, M.; Butti, A.; Christidis, Y.; Perronnet, J.; Barzaghi, F.; Cesana, R.; Nencioni, A. Eur. J. Med. Chem. 1988, 23, 45-52.

[7]. Todorovic, M. D. V.; Nikolic A. E.; Kolundzija, B.; Hamel, E.; Ristic, S.; Juranic, I. O.; Drakulic, B. J. Eur. J. Med. Chem. 2013, 62, 40-50.

[8]. Tsentalovich, Y. P.; Sherin, P. S.; Kopylova, L. V.; Cherepanov, I. V.; Grilj, J.; Vauthey, E. Invest. Ophth. Vis. Sci. 2011, 52(10), 7687-7696.

[9]. Juranic, Z.; Stevovic, L. j.; Drakulic, B.; Stanojkovic, T.; Radulovic, S.; Juranic, I. J. Serb. Chem. Soc. 1999, 64, 505-512.

[10]. Drakulic, B. J.; Stanojkovic, T. P.; Zizak, Z. S.; Dabovic, M. M. Eur. J. Med. Chem. 2011, 46, 3265-3273.

[11]. El-Hashash, M. A.; Soliman, M. H. A.; Abd El-Gwad, I. I.; El-Sakka, S. S.; Morsy, M. A. Afinidad 2010, 67(548), 367-373.

[12]. Youssef, A. S. A.; Marzouk, M. I.; Madkour, H. M. F.; El-Soll, A. M. A.; El-Hashash, M. A. Can. J. Chem. 2005, 83, 251-259.

[13]. Madkour, H. M. F.; Baloch, N.; Salem, M. S.; Al-kahraman, Y. M. S. A.; Lashlam, M. B. Arch. Sci. 2012, 65(12), 349-356.

[14]. Baloch, N.; Alkahraman,Y. M. S. A.; Zaidi, M. A.; Madkour, H. M. F. GJSFR (B) Global J. Sci. Fro. Res. -B: Chem. 2012, 12(1), 27-32.

[15]. Salem, M. S.; Marzouk, M. I.; Ali, S. N.; Madkour, H. M. F. Eur. J. Chem. 2012, 3(2), 220-227.

[16]. Madkour, H. M. F. Heterocycles 1993, 36 (5), 947-959.

[17]. Al-Kahraman,Y. M. S. A.; Madkour, H. M. F.; Ali; D.; Yasinzai M. Molecules 2010, 15, 660-671.

[18]. Al-Kahraman, Y. M.S.; Madkour, H. M. F.; Sajid, M.; Azim, M. K.; Bukhari, I.; Yasinzai, M. World J. Chem. 2011, 6(1), 19-24.

[19]. Madkour, H. M. F.; El-Shiekh, Y. W.; Ahmed, A. F. A.; Farag, A. A. Middle- East J. Sci. Res. 2011, 9(4), 520-526.

[20]. Papa, D.; Schwenk, E.; Villani, F.; Klingsberg, E. J. Am. Chem. Soc., 1948, 70 (10), 3356-3360

[21]. Orlov, V. D.; Kolos, N. N.; Yaremenko, F. G.; Lavrushin, V. F. Khim Geterotsikl. 1980, 5, 697-700 [Chem. Heterocyc. Compd. 16, (1980) (Eng)].

[22]. Orlov, V. D.; Kolos, N. N.; Rozhko, L. I.; Yaremenko, F. G.; Zolotarev, B. M.; Lavrushin, V. F. Khim. Geterotsikl. 1981, 6, 747-755 [Chem. Heterocyc. Compd. 17, 1981 (Engl)].

[23]. Kotake, M.; Sakan, T.; Senoh, S. J. Am. Chem. Soc. 1951, 73, 1832-1834.

[24]. Tomisawa, K.; Kammeo, K.; Matsunaga, T.; Saito, S.; Hosoda, K.; Asami, Yu.; Sota, K. Chem. Pharm. Bull. 1985, 33(6), 2386-2394

[25]. Kameo, K.; Asami, Yu.; Ogawa, K.; Takeshita, K.; Saito, S.; Tomisawa, K.; Sota, K. Chem. Pharm. Bull. 1988, 36(6), 2050-2060.

[26]. Kameo, K.; Asami, Yu.; Ogawa, K.; Matsunago, K.; Saito, S.; Tomisawa, K.; Sota, K. Chem. Pharm. Bull. 1989, 37(5), 1260-1267.

[27]. Evoy, F. J. Mc.; Lai, F. M.; Albright, J. D. J. Med. Chem. 1983, 26, 381-394.

[28]. Pinto, I. L.; Jarvest, R. L.; Clark, B.; Dabrowski, Ch. E.; Fenwick, A.; Gorczyca, M. M.; Jennings, L. J.; Lavery, P.; Sterberg, E. J.; Tew, D. G.; West, A. Bioorg. Med. Chem. Lett. 1983, 9449-9459.

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Department of Chemistry, Faculty of Science, Ain Shams University, Cairo, Egypt
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