Synthesis and structural properties of 2-([2.2]paracyclophanyl)-2,3- dihydroquinazolines by cyclocondensation of 2-aminoarylbenzimidamides with 4-formyl[2.2]paracyclophane catalyzed efficiently by iodine

Arkivoc

Volumn 2009, Issue 10, 2009, Pages 146-160

  El Shaieb, Kamal M ^a   Hopf, Henning ^b   Jonesc, Peter G ^b  

^a Minia University ^*  (Egypt)

^b TECHNICAL UNIVERSITY OF BRAUNSCHWEIG   (Germany)

Author keywords

4 ormyl 2.2 paracyclophane; Aminoarylbenzimidamides; Cyclocondensation; Quinazolines

Indexed keywords

EID: 68349108126     PISSN: 1551-7012     EISSN: 15517012     Source Type: Journal    
DOI: 10.3998/ark.5550190.0010.a15     Document Type: Article

References (32)

1. Bergman, J. J. Chem. Res. (S) 1997, 6, 224.
2. Bergman, J.; Brynolf, A. Tetrahedron 1990, 46, 1295.
3. Riou, J. F; Helissey, P.; Grondard, L.; Giorg-Renault, S. Mol. Pharmacol. 1994, 40, 699.
4. Ibrahim, E.; Montgomerie, A. M.; Sneddon, A. H.; Proctor, G. R.; Green, B. Eur. J. Med. Chem. 1988, 23, 183.
5. Ozaki, K.; Yamado, Y.; Oine, T.; Ishizuka, T.; Iwaswa, Y. J. Med. Chem. 1985, 28, 568.
6. Peet, N. P.; Baugh, L. E.; Sunder, S.; Lewis, J. E. J. Med. Chem. 1985, 28, 298.
7. Madapa, S.; Tusi, Z.; Mishra, A.; Srivastava, K.; Pandey, S. K.; Tripathi, R.; Puri, S. K.; Batra, S. Bioorg. & Med. Chem. 2009, 17, 2224.
8. Brana, M. F.; Castellano, J. M.; Keilhauer, G.; Machuca, A.; Martin, Y.; Redondo, C.; Schlick, E.; Walker, N. Anti-Cancer Drug Des. 1994, 9, 527.
9. Chinigo, G. M.; Paige, M.; Grindrad, S.; Hamel, E.; Dakshanamurthy, S.; Chruszczm M.; Minor, W.; Brown, M. L. J. Med. Chem. 2008, 51, 4620.
10. Helissey, P.; Cros, S.; Giorgi-Renault, S. Anti-Cancer Drug Des. 1994, 9, 51.
11. Kumar, V.; Bhargava, G.; Dey, P. D.; Mahajan, M. P. Synthesis 2005, 18, 3059.
12. Brown, D. J. The chemistry of heterocyclic compounds " Quinazolines" Supplement 1, John Wiley: New York, 1998.
13. Larroque, A.-L.; Peor, B.; Williams, C.; Fang, Y. Q.; Qiu, Q.; Rachid, Z.; Jean-Claude, B. J. Chem. Biol. Drug. Des. 2008, 71, 374.
14. Rocco, S. A.; Barbarini, J. E.; Rittner, R. Synthesis 2004, 3, 429.
15. Witt, A.; Berman, J. Curr. Org. Chem. 2003, 7, 659.
16. Rocco, S. A.; Barbarini, J. E.; Rittner, R. Synthesis 2004, 3, 429.
17. Reddy, P. S.; Reddy, P. P.; Vasantha, T. Heterocycles 2003, 60, 183.
18. Shi, D.; Wang, J.; Shi, C.; Rong, L.; Zhuang, Q.; Hu, H. Synlett 2004, 1098.
19. Shi, D.; Rong, L.; Wang, J.; Zhuang, Q.; Wang, X.; Hu, H. Tetrahedron Lett. 2003, 44, 3199.
20. Rossi, E.; Calabrese, D.; Farma, F. Tetrahedron 1991, 47, 5819.
21. Szczepankiewicz, W; Suwi ski, J.; Bujok, R. Tetrahedron 2000, 56, 9343.
22. Qiao, R. Z.; Xu, B. L.; Wang, Y. H. Chinese Chem. Lett. 2007, 18, 656.
23. Li, F.; Meng, Q.; Li, W.; Li, Z.; Wang, Q.; Tao, F. Arkivoc 2007, (i), 40.
24. Cheng, X.; Vellalath, S.; Goddard, R.; List, B. J. Am. Chem. Soc. 2008, 130, 15786.
25. Mayer, J. P.; Lewis, G. S.; Curtis, M. J.; Zhang, J. Tetrahedron Lett. 1997, 38, 8445.
26. El-Shaieb, K. M.; Hopf, H.; Jones, P. G. Z. Naturforsch. 2009, in press.
27. Das, B.; Ravinder Reddy, K.; Ramu, R.; Thirupathi, P.; Ravikanth, B. Synlett 2006, 1756.
28. Wu, J.; Xia, H.-G.; Gao, K. Org. Biomol. Chem. 2006, 4, 126.
29. Jones, P. G.; Bubenitschek, P.; Hopf, H.; Hillmer, J. Acta Cryst. 2002, E58, 300.
30. ElTamany, E. H. Ind. J. Chem. 1992, 31B, 238.
31. Leszek, C.; Stefan, G.; Antonik, W. J. Heterocycl. Chem. 1988, 25, 1343.
32. Sheldrick, G. M. Acta Cryst. 2008, A64, 112.