Beckmann rearrangement of 4,5,6-trisubstituted 3-acetylpyridin-2-one oximes

Heterocycles

Volumn 42, Issue 1, 1996, Pages 35-38

  Yamamoto, Yutaka ^a   Ogawa, Yoshitaka ^a  

^a TOHOKU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0347969235     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-94-S3-1     Document Type: Article

References (15)

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3. c) T. Takemoto, M. Eda, T. Okada, H. Sakashita, S. Matzno, M. Gohda, H. Ebisu, N. Nakamura, C. Fukaya, M. Hihara, M. Eiraku, K. Yamanouchi, and K. Yokoyama, J. Med. Chem., 1994, 37, 18;
4. d) B. Bohn, N. Heinrich, and H. Vorbrüggen, Heterocycles, 1994, 37, 1731;
5. e) L. Estel, F. Linard, F. Marsis, A. Godard, and G. Quéguiner, J. Heterocycl. Chem., 1989, 26, 105.
6. a) T. Kato, Y. Yamamoto, and M. Kondo, Chem. Pharm. Bull., 1975, 23, 1873;
7. b) Y. Yamamoto and Y. Morita, Chem. Pharm. Bull., 1985, 33, 975;
8. c) Y. Yamamoto, Y. Morita, and O. Ohmukai, Heterocycles, 1992, 33, 515.
9. Y. Yamamoto, Y. Azuma, and K. Miyakawa, Chem. Pharm. Bull., 1978, 26, 1825.
10. " The Systematic Identification of Organic Compounds," 6 th. ed., ed. by R. L. Shriner, R. C. Fuson, D. Y. Curtin, and T. C. Morrill, John Wiley & Sons, Inc., New York, 1980, pp. 181-182; T. Kato, H. Yamanaka, and H. Hiranuma, Yakugaku Zasshi, 1970, 90, 877.
11. " The Systematic Identification of Organic Compounds," 6 th. ed., ed. by R. L. Shriner, R. C. Fuson, D. Y. Curtin, and T. C. Morrill, John Wiley & Sons, Inc., New York, 1980, pp. 181-182; T. Kato, H. Yamanaka, and H. Hiranuma, Yakugaku Zasshi, 1970, 90, 877.
12. 13C-nmr of respective methyl derivatives of 4 which were derived in order to improve the solubility. See, E. Hawkes, K. Herwig, and D. Roberts, J. Org. Chem., 1974, 39, 1017.
13. 13C-nmr of respective methyl derivatives of 4 which were derived in order to improve the solubility. See, E. Hawkes, K. Herwig, and D. Roberts, J. Org. Chem., 1974, 39, 1017.
14. Landsbury and Mancuso reported that Beckmann rearrangement of oximes of various 1-in-danone and α-tetralone derivatives occurred to afford preferentially the aryl migrated product together with small amount of the alkyl migrated product. See, Tetrahedron Lett., 1965, 2445.
15. 1H-nmr, ms) and combustion analysis data fully consistent with their proposed structures.