Development of an efficient and straightforward methodology toward the synthesis of molecularly diverse 2,6-disubstituted 3,4-dihydropyrimidin-4(3H)-ones

Synthesis

Volumn , Issue 13, 2002, Pages 1833-1842

  Font, David ^a   Heras, Montserrat ^a   Villalgordo, José M ^a  

^a UNIVERSITY OF GIRONA   (Spain)

Author keywords

4(3H) pyrimidinones; 4 Isopropoxypyrimidines; Ipso substitution; Mitsunobu reaction; Selective acidic hydrolysis; Selective O alkylation

Indexed keywords

ALKYLATION; HYDROLYSIS;

ISOPROPOXY GROUPS;

SYNTHESIS (CHEMICAL);

3,4 DIHYDROPYRIMIDIN 4(3H) ONE DERIVATIVE; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; HYDROLYSIS; SYNTHESIS;

EID: 0036394020     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2002-33924     Document Type: Article

References (15)

1. Mai, A.; Artico, M.; Sbardella, G.; Quartarone, S.; Massa, S.; Loi, A. G.; Montis, A. D.; Scintu, F.; Putzolu, M.; Colla, P. L. J. Med. Chem. 1997, 40, 1447.
2. Mai, A.; Artico, M.; Sbardella, G.; Massa, S.; Novellino, E.; Greco, G.; Loi, A. G.; Tramontano, E.; Marongiu, M. E.; Colla, P. L. J. Med. Chem. 1999, 42, 619.
3. Taylor, E. C.; Zhou, P. Tetrahedron Lett. 1997, 38, 4339.
4. Ram, V. J.; Singha, U. K.; Guru, P. Y. Eur. J. Med. Chem. 1990, 25, 533.
5. Vaillancourt, L.; Simard, M.; Wuest, J. D. J. Org. Chem. 1998, 63, 9746.
6. Liao, R. F.; Lauher, J. W.; Fowler, F. W. Tetrahedron 1996, 52, 3153.
7. Villalgordo, J. M.; Obrecht, D.; Chucholowski, A. Synlett 1998, 1405.
8. Chucholowski, A.; Masquelin, T.; Obrecht, D.; Stadlwieser, J.; Villalgordo, J. M. Chimia 1996, 50, 525.
9. Obrecht, D.; Abrecht, C.; Grieder, A.; Villalgordo, J. M. Helv. Chim. Acta 1997, 80, 65.
10. Heras, M.; Ventura, M.; Linden, A.; Villalgordo, J. M. Synthesis 1999, 1613.
11. Fontrodona, X.; Díaz, S.; Linden, A.; Villalgordo, J. M. Synthesis 2001, 2021.
12. Font, D.; Heras, M.; Villalgordo, J. M. J. Comb. Chem., submitted for publication.
13. Brown, D. J.; Evans, R. F.; Cowden, W. B.; Fenn, M. D. The Pyrimidines, Suppl. II; Wiley: New York, 1994.
14. Bühlmann, P.; Simon, W. Tetrahedron 1993, 49, 7627.
15. Font, D. Diploma Thesis; Universitat de Girona: Spain, 2001.