Practical synthesis of 8-acyl-7-alkyl-1,6-naphthyridin-5(6H)-ones

Tetrahedron

Volumn 58, Issue 42, 2002, Pages 8543-8551

  Valès, Magali ^a   Lokshin, Vladimir ^a   Pèpe, Gérard ^a   Guglielmetti, Robert ^a   Samat, André ^a  

^a CNRS   (France)

Author keywords

Acylation; Cyclisation; Enamines; Naphthyridines

Indexed keywords

2 CHLORONICOTINOYL CHLORIDE; 2,6 DICHLORO 5 FLUORONICOTINOYL CHLORIDE; CHLORIDE; HETEROCYCLIC COMPOUND; KETONE DERIVATIVE; SODIUM DERIVATIVE; SODIUM HYDRIDE; UNCLASSIFIED DRUG;

ACYLATION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CRYSTAL STRUCTURE; CYCLIZATION; DRUG SYNTHESIS; POLYMERIZATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0037078253     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)01028-1     Document Type: Article

References (25)

1. Litvinov V.P., Roman S.V., Dyachenko V.D. Russ. Chem. Rev. 70:(4):2001;299-320. and references therein.
2. Nishiwaki N., Komatsu M., Ohshiro Y. Synthesis. 1991;41-42. and references therein.
3. Showalter, H. D. H. (Warner-Lambert Company). US Patent 5 391 554, 1992.
4. Dondela B., Sliwa W. Chem. Heterocycl. Compd (Engl. Transl.). 36:(7):2000;830-836.
5. Sakamoto T., Miura N., Kondo Y., Yamanaka H. Chem. Pharm. Bull. 34:(5):1986;2018-2023.
6. Jung M.E., Dansereau S.M.K. Heterocycles. 39:(2):1994;767-778.
7. Litvinov V.P., Roman S.V., Dyachenko V.D. Russ. Chem. Rev. 69:(3):2000;201-220. and references therein.
8. Blanco M., Perillo I.A., Schapira C.B. J. Heterocycl. Chem. 36:1999;979-984.
9. Heber D., Stoyanov E.V. J. Heterocycl. Chem. 37:2000;871-874.
10. Jhalani V.K., Ghalsasi L.P., Acharya S.P., Usgaonkar R.N. Indian J. Chem. 28B:1989;173-174.
11. Ohta T., Fujisawa H., Kawazome M., Nakai Y., Furukawa I. J. Heterocycl. Chem. 38:2001;159-164.
12. Valès M., Lokshin V., Pèpe G., Samat A., Guglielmetti R. Synthesis. 16:2001;2419-2426.
13. Grohe K., Heitzer H. Liebigs Ann. Chem. 1987;29-37.
14. Grohe K., Heitzer H. Liebigs Ann. Chem. 1987;871-879.
15. Chu D.T.W., Fernandes P.B., Claiborne A.K., Pihuleac E., Nordeen C.W., Maleczka R.E. Jr., Pernet A.G. J. Med. Chem. 28:1985;1558-1563.
16. Uno T., Takamatsu M., Inoue Y., Kawahaba Y., Iuchi K., Tsukamoto G. Pharmazie. 30:1987;2163-2170.
17. Singh B., Bacon E.R., Lesher G.Y., Robinson S., Pennock P.O., Bode D.C., Pagani E.D., Bentley R.G., Connell M.J., Hamel L.T., Silver P.J. J. Med. Chem. 38:1995;2546-2550.
18. Wrobel J., Sredy J., Moxham C., Dietrich A., Li Z., Sawick D.R., Seestaller L., Wu L., Katz A., Sullivan D., Tio C., Zhang Z. J. Med. Chem. 42:1999;3199-3202.
19. Vingiello F.A., Stevens R.K. J. Am. Chem. Soc. 80:1958;5256-5257.
20. Maroni P., Cazaux L., Tisnes P., Zambetti M. Bull. Soc. Chim. Fr. 2:(3-4):1980;179-186.
21. Valduga C.J., Squizani A., Braibante H.S., Braibante M.E.F. Synthesis. 1998;1019-1022.
22. Dabrowski J., Kamienska-Trela K. J. Am. Chem. Soc. 98:1976;2826-2834.
23. Braibante M.E.F., Braibante H.S., Missio L., Andricopulo A. Synthesis. 1994;898-900.
24. Nishio T., Omote Y. Synthesis. 1980;390-392.
25. Bol'shedvorskaya R.L., Pavlova G.A., Gavrilov L.D., Alekseeva N.V., Vereshchagin L.I. Zh. Org. Chem. 8:(9):1972;1879-1884.