New routes for the synthesis of 3- and 5-substituted 2(1H)-pyrazinones

Tetrahedron Letters

Volumn 45, Issue 9, 2004, Pages 1885-1888

  Azzam, Rasha ^a,b   De Borggraeve, Wim ^a   Compernolle, Frans ^a   Hoornaert, Georges J ^a  

^a UNIVERSITY OF LEUVEN   (Belgium)

^b Helwan University   (Egypt)

Author keywords

3 and 5 Substituted 2(1H) pyrazinones; Heck reaction; Heterocyclic compounds; Suzuki reaction

Indexed keywords

3 ALKENYL 2(1H) PYRAZINONE; PALLADIUM; PYRAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BROMINATION; CATALYSIS; CATALYST; DRUG SYNTHESIS; HECK REACTION; HYDROGENOLYSIS; METHODOLOGY; SUBSTITUTION REACTION; SUZUKI REACTION;

LATEOLABRAX JAPONICUS;

EID: 1242271373     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.01.017     Document Type: Article

References (22)

1. Jones, J. UK Patent GB 2266716, 1993; Chem. Abstr. 1993, 120, 217735.
2. Im K., Im B., Judge M., Gammill B., Hamilton J., Carter B. Mol. Pharm. 44:1993;468.
3. Boehner, B.; Meyer, W. US 4,940,482, 1990; Chem. Abstr. 1991, 114, 42813.
4. Sanderson, P.; Lyle, T.; Dorsey, B.; Varsolona, R. Patent Application PCT/US97/06744; WO 97/40024, 1997; Chem. Abstr. 1997, 127, 248015.
5. Parlow J.J., Case B.L., Dice T.A., Fenton R.L., Hayes M.J., Jones D.E., Neumann W.L., Wood R.S., Lachance R.M., Girard T.J., Nicholson N.S., Clare M., Stegeman R.A., Stevens A.M., Stallings W.C., Kurumbail R.G., South M.S. J. Med. Chem. 46:2003;4050.
6. Yaso, M.; Suzuki, Y.; Shibata, K.; Hayashi, E. Jpn. Kokai Tokkyo Koho JP 62,198,671, 1987; Chem. Abstr. 1988, 108, 167500.
7. Arvanitis, A.; Gilligan, P.; Hartz, R. Patent Application PCT/US02/ 15493; WO 02/092090, 2002; Chem. Abstr. 2002, 137, 370110.
8. Arvanitis, A.; Olson, R.E.; Arnold, C.; Frietze, W. Patent Application PCT/US97/16252; WO 98/11075, 1998; Chem. Abstr. 1998, 128, 2440463.
9. Roegiers J., De Borggraeve W.M., Toppet S.M., Compernolle F., Hoornaert G.J. Tetrahedron. 59:2003;5047.
10. Achab S., Guyot M., Potier P. Tetrahedron Lett. 34:1993;2127.
11. Miyaura N., Suzuki A. J. Chem. Soc., Chem. Commun. 1979;866.
12. Vandenberghe D., Buysens K., Meerpoel L., Loosen P., Toppet S., Hoornaert G. J. Org. Chem. 61:1996;304.
13. Loosen P., Tutonda M., Khorasani M., Compernolle F., Hoornaert G. Tetrahedron. 47:1991;9259.
14. Miyaura N., Ishiyama T., Sasaki H., Ishikawa M., Satoh M., Suzuki A. J. Am. Chem. Soc. 111:1989;314.
15. Ishiyama T., Miyaura N., Suzuki A. Synlett. 1991;687.
16. Nomoto Y., Miyaura N., Suzuki A. Synlett. 1992;727.
17. Buysens K., Vandenberghe D., Toppet S., Hoornaert G. J. Chem. Soc., Perkin Trans. 1. 1996;231.
18. Chuyen N., Kurata T., Fujimaki M. Agric. Biol. Chem. 37:1973;327.
19. Littke A., Dai C., Fu G. J. Am. Chem. Soc. 122:2000;4020.
20. Aoyagi Y., Fujiwara T., Ohta A. Heterocycles. 32:1991;2407.
21. Buysens, K. Ph.D Thesis, K.U. Leuven, 1996.
22. Ishiyama T., Ishida K., Miyaura N. Tetrahedron. 57:2001;9813.