An efficient synthesis of quinazoline derivatives with the aid of low-valent titanium reagent

Journal of Heterocyclic Chemistry

Volumn 42, Issue 2, 2005, Pages 173-183

  Shi, Daqing ^a   Shi, Chunling ^a   Wang, Juxian ^a   Rong, Liangce ^a   Zhuang, Qiya ^a   Wang, Xiangshan ^a  

^a JIANGSU NORMAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

1,2 DIHYDROQUINAZOLIN 4(3H) ONE; 3,4 DIHYDROQUINAZOLINE; 5,6 DIHYDROIMIDAZO[1,2 C]QUINAZOLINE; ALDEHYDE; ESTER; HYDROGEN; IMIDAZO[1,2 C]QUINAZOLINE; KETONE; NITROGEN; QUINAZOLIN 4(3H) ONE; QUINAZOLINE DERIVATIVE; REAGENT; TITANIUM CHLORIDE; TITANIUM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CRYSTALLOGRAPHY; DRUG STRUCTURE; DRUG SYNTHESIS; INFRARED SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; REDUCTION; STRUCTURE ANALYSIS; X RAY DIFFRACTION;

EID: 16844362341     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570420201     Document Type: Article

References (30)

1. [1a] A. Mannschreck, H. Koller, G. Stuhler, M. A. Davies and J. Traber, Eur. J. Med. Chem., 19, 381 (1984);
2. [b] C. M. Gupta, A. P. Bhaduri and N. M. Khanna, J. Med. Chem., 11, 392 (1968).
3. [2a] H. J. Hess, T. H. Cronin and A. Scriabine, J. Med. Chem., 11, 130 (1968);
4. [b] M. A. Hussain, A. T. Chiu, W. A. Price, P. B. Timmermans and E. Shefter, Pharm. Res., 5, 242 (1988).
5. M. S. Malamas and J. Millen, J. Med. Chem., 34, 1492 (1991).
6. P. P. Kung, M. D. Casper, K. L. Cook and L. Wilson-Lingardo, J. Med. Chem., 42, 4705 (1999).
7. [5a] D. J. Baek, Y. K. Park, H. I. Heo, M. Lee, Z. Yang and M. Choi, Bioorg. Med. Chem. Lett., 8, 3287 (1998);
8. [b] S. E. Webber, T. M. Bleckman, J. Attard, J. G. Deal, V. Kathardekar, K. M. Welsh, S. Webber, C. Janson, D. A. Matthews, W. W. Smith, S. T. Freer, S. R. Jordan, R. J. Bacquet, E. F. Howland, C. L. J. Booth, R. W. Ward, S. M. Hermann, J. White, C. A. Morse, J. A. Hilliard and C. A. Bartlett, J. Med. Chem., 36, 733 (1993).
9. A. M. E. Omar, S. A. S. El-Din, I. M. Labouta, A. A. El-Tambary and J. Alexandria, Pharm. Sci., 5, 94 (1991).
10. Q. Chao, L. Deng, H. Shih, L. M. Leoni, D. Genini, D. A. Carson and H. B. Cottam, J. Med. Chem., 42, 3860 (1999).
11. [8a] P. Helissey, S. Gros and S. Giorgi-Renault, Anti-Cancer Drug Des., 9, 51 (1994);
12. [b] M. F. Brana, J. M. Castellano, G. Keilhauer, A. Machuca, Y. Martin, C. Redondo, E. Schlick and N. Walker, Anti-Cancer Drug Des., 9, 527 (1994);
13. [c] J. F. Riou, P. Helissey, L. Grondard and S. Giorgi-Renault, Mol. Pharmacol, 40, 699 (1991);
14. [d] E. Ibrahim, A. M. Montgomerie, A. H. Sneddon, G. R. Proctor and B. Green, Eur. J. Med. Chem., 23, 183 (1988).
15. J. E. McMurry and M. P. Fleming, J. Am. Chem. Soc., 96, 4708 (1974).
16. [10a] J. E. McMurry and D. D. Miller, Tetrahedron Lett., 24, 1885 (1983);
17. [b] J. E. McMurry and D. D. Miller, J. Am. Chem. Soc., 105, 1660 (1983);
18. [c] A. Fürstner, A. Ernst, H. Krause and A. Ptock, Tetrahedrom, 52, 7329 (1996);
19. [d] A. Fürstner, A. Hupports, A. Ptock and E. Janssen, J. Org. Chem., 59, 5215 (1994);
20. [e] P. Mariappan, S. Gadthula and S. Surisetti, Tetrahedron Lett., 42, 7123 (2001);
21. [f] D. Q. Shi, Z. S. Lu, L. L. Mu and G. Y. Dai, Synth. Commun., 28, 1073 (1998);
22. [g] L. H. Zhou, S. J. Tu, D. Q. Shi, G. Y. Dai and W. X. Chen, Synthesis, 851 (1998).
23. D. Q. Shi, J. X. Chen, W. Y. Chai, W. X. Chen and T. Y. Kao, Tetrahedron Lett., 34, 2693 (1993).
24. D. Q. Shi, L. L. Mu, Z. S. Lu and G. Y. Dai, Synth. Commun., 27, 4121 (1997).
25. L. H. Zhou, D. Q. Shi, G. Y. Dai and W. X. Chen, Tetrahedron Lett., 38, 2729 (1997).
26. J. Li, D. Q. Shi and W. X. Chen, Heterocycles, 45, 2381 (1997).
27. L. H. Zhou, S. J. Tu, D. Q. Shi and G. Y. Dai, J. Chem. Res.,(s), 398 (1998).
28. D. Q. Shi, L. C. Rong, J. X. Wang, Q. Y. Zhuang, X. S. Wang, S. J. Tu and H. W. Hu, J. Chem. Res.,(s), 342 (2003).
29. D. Q. Shi, L. C. Rong, J. X. Wang, Q. Y. Zhuang, X. S. Wang amd H. W. Hu, Tetrahedron Lett., 44, 3199 (2003).
30. P. A. Petyunim and Y. V. Kozhevnikov, Zh. Obshch. Khim., 30, 2352 (1960).