On the methylation of 3-cyano-6-hydroxypyridine-2(1H)-ones

Tetrahedron

Volumn 55, Issue 44, 1999, Pages 12797-12804

  Janin, Yves Louis ^a   Chiki, Jaouad ^a   Legraverend, Michel ^a   Huel, Christiane ^b   Bisagni, Emile ^a  

^a CNRS   (France)

^b INSTITUT CURIE   (France)

Author keywords

O alkylation; Orthoesters; Transetherification

Indexed keywords

3 CYANO 6 HYDROXY 2 PYRIDINONE; PYRIDINOL; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL MODIFICATION; CHLORINATION; DRUG ISOLATION; DRUG SYNTHESIS; METHYLATION; POLYMERIZATION; PRIORITY JOURNAL; THIN LAYER CHROMATOGRAPHY;

EID: 0033615797     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00755-3     Document Type: Article

References (28)

1. Ritchie, E. Aust. J. Chem. 1956, 244-251.
2. However see Ito, K.; Miyajima, S. J. Heterocyclic Chem. 1992, 1037-1044.
3. Katritzky, A.R.; Rachwal, S.; Smith, T.P.; Steel, P.J. J. Heterocyclic. Chem. 1995, 29, 979-984.
4. Serini, A.; Köster, H. Ber. 1938, 71, 1766-1770.
5. Taylor, E.C.; Chiang, C-.S. Synthesis 1977 467.
6. Rao, K.A.; Gadre, J.N.; Pednekar, S. Indian J. Chem. Sect. B 1997, 36, 410-413.
7. Pearson, A.J.; Richards, I.C.; Gardner, D.V. J. Org. Chem. 1984, 49, 3887-3891
8. Takahashi, K.; Tanake, T.; Suzuki, T.; Hirama, M. Tetrahedron 1994, 50, 1327-1340.
9. Lessard, J.; Viet Minh Tan, P.; Martino, R.; Saunders, J.K. Can. J. Chem. 1977, 55, 1015-1023.
10. Tamura, Y.; Kita, Y.; Matsutaka, Y.; Terashima, M. Chem. Pharm. Bull. 1971, 19, 523-528.
11. Gilow, H.M.; Jacobus, J. J. Org. Chem. 1963, 28, 1994-1998.
12. Yale, H.L.; Sheeman, J.T. J. Org. Chem. 1961, 26, 4315-4324.
13. Danel, K.; Larsen, E.; Pedersen, E.B. Synthesis 1995, 934-936.
14. Swaringen, R.A.; Eaddy, J.F.; Henderson, T.R. J. Org. Chem. 1980, 45, 3986-3989.
15. Roberts, R.M.; Vogt, P.J.; J. Am. Chem. Soc. 1956, 78, 4778-4781.
16. Jordis, U.; Santer, F.; Burkart, M.; Herming, H.G.; Gelbin, A. J. Prakt. Chem. 1991, 267-279.
17. Padmapriya, A.A.; Just, G.; Lewis, N.G. Synth. Commun. 1985, 15, 1057-1062.
18. Sheremetev, A.B.; Strelenko, Y.A.; Novikoya, T.S.; Khmel'nitskii, L.I. Tetrahedron 1993, 49, 5905-5914.
19. Yoneda, F.; Nagamatsu, T.; Takamoto, M. Chem. Pharm. Bull. 1983, 31, 344-347.
20. Treppendahl, S.; Jakobsen, P. Acta Chem. Scand. 1982, 36, 275-276.
21. Lee, L.F.; Sing, Y.L. J. Org. Chem. 1990, 55, 380-384.
22. Ueno, S.; Tomigana, Y.; Matsuda, Y.; Kobayashi, G. Chem. Pharm. Bull. 1974, 22, 2624-2634.
23. Smith, B. Acta Chem. Scand. 1956, 10, 1006-1010.
24. Selva, M.; Tundo, P. J. Org. Chem. 1998, 63, 9540-9544.
25. Rutavichyus, A.I.; Iokubaitite, S.P. Zh. Org. Chem. 1984, 20, 2604-2608. English translation: J. Org. Chem. USSR 1984 20, 2371-2375.
26. Rutavichyus, A.I.; Iokubaitite, S.P. Zh. Org. Chem. 1984, 20, 2604-2608. English translation: J. Org. Chem. USSR 1984 20, 2371-2375.
27. King, S.A. J. Org. Chem. 1994, 59, 2253-2257.
28. Spinner, Yeoh J. Chem. Soc. B 1971, 296.