A novel approach to quinazolin-4(3H)-one via quinazoline oxidation: an improved synthesis of 4-anilinoquinazolines

Tetrahedron

Volumn 66, Issue 4, 2010, Pages 962-968

  Marzaro, Giovanni ^a   Guiotto, Adriano ^a   Pastorini, Giovanni ^b   Chilin, Adriana ^a  

^a UNIVERSITY OF PADOVA   (Italy)

^b CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

4 ANILINOQUINAZOLINE; 6,7 DIMETHOXYQUINAZOLINE; ANTINEOPLASTIC AGENT; ETHYL (3,4 DIMETHOXYPHENYL)CARBAMATE; PROTEIN TYROSINE KINASE INHIBITOR; QUINAZOLIN 4(3H) ONE; QUINAZOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; DRUG SYNTHESIS; OXIDATION; PRIORITY JOURNAL;

EID: 72149101901     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.11.091     Document Type: Article

References (20)

1. Agarwal P.K., Black P.C., McConkey D.J., and Dinney C.P.N. Expert Opin. Emerg. Dr. 12 (2007) 435-448
2. Hennequin L.F., Stokes E.S.E., Thomas A.P., Johnstone C., Ple P.A., Ogilvie D.J., Dukes M., Wedge S.R., Kendrew J., and Curwen J.O. J. Med. Chem. 45 (2002) 1300-1312
3. Bridges A.J., Zhou H., Cody D.R., Rewcastle G.W., McMichael A., Showalter H.D., Fry D.W., Kraker A.J., and Denny W.A. J. Med. Chem. 39 (1996) 267-276
4. Dowell J., Minna J.D., and Kirkpatrick P. Nat. Rev. Drug Discov. 4 (2005) 13-14
5. Cohen M.H., Williams G.A., Sridhara R., Chen G., and Pazdur R. Oncologist 8 (2003) 303-306
6. Herbst R.S., Heymach J.V., O'Reilly M.S., Onn A., and Ryan A.J. Expert Opin. Inv. Drugs 16 (2007) 239-249
7. Rewcastle G.W., Denny W.A., and Showalter H.D.H. Curr. Org. Chem. 4 (2000) 679-706
8. Schnur, A.C.; Arnold, L.D. U.S. Patent 5,747,498, 1998, CA 128:321653.
9. Barker, A.J. Eur. Patent 0,566,226, 1993, CA 120:217715.
10. Ramanadham, J.P.; Muddasani, P.R.; Bollepalli, N.R.; Nannapaneni, V.C. WO Patent 2,005,070,909, 2005, CA 143:194029.
11. Orfi L., Waczek F., Pato J., Varga I., Hegymegi-Barakonyi B., Houghten R.A., and Keri G. Curr. Med. Chem. 11 (2004) 2549-2553
12. Chilin A., Marzaro G., Zanatta S., and Guiotto A. Tetrahedron Lett. 48 (2007) 3229-3231
13. Albert A., Armarego W.L.F., and Spinner E. J. Chem. Soc. (1961) 2689-2696
14. Gabriel S., and Colman J. Ber. Dtsch. Chem. Ges. 37 (1904) 3643-3656
15. Yamazaki S. Tetrahedron Lett. 42 (2001) 3355-3357
16. Knesl P., Roseling D., and Jordis U. Molecules 11 (2006) 286-297
17. Liu L.T., Yuan T.T., Liu H.H., Chen S.F., and Wu Y.T. Bioorg. Med. Chem. Lett. 17 (2007) 6373-6377
18. Rao, D.R.; Kankan, R.N.; Pathi, S.L. WO Patent 2,008,125,867 2008, CA 149:493863.
19. Li M.D., Zheng Y.G., and Ji M. Molecules 12 (2007) 673-678
20. Wang J.Q., Gao M., Miller K.D., Sledge G.W., and Zheng Q.H. Bioorg. Med. Chem. Lett. 16 (2006) 4102-4106