Enamine-induced Ring Transformations of 6-Substituted 5-Formyl-1,3-dimethyluracils

Journal of Chemical Research - Part S

Volumn , Issue 6, 1998, Pages 352-353

  Singh, Harjit ^a   Chimni, Dolly Swapandeep Singh ^a   Kumar, Subodh ^a  

^a GURU NANAK DEV UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 2542482938     PISSN: 03082342     EISSN: None     Source Type: Journal    
DOI: 10.1039/a708683k     Document Type: Article

References (20)

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2. H. Wamhoff, J. Dzenis and K. Hirota, in Adv. Heterocycl. Chem., 1992, 55, 129; D. J. Brown, in Comprehensive Heterocyclic Chemistry - The Structure, Reactions, Synthesis and Uses Of Heterocyclic Compounds, ed. A. R. Katritzky and C. W. Rees, Pergamon Press, Oxford, 1984, vol. 3, pp. 57-155.
3. E. G. Sander, in Bioorganic Chemistry, ed. E. E. Van Tamelen, Academic Press, New York, 1977, vol. 2, pp. 273-297 and refs. therein; T. K. Bradshaw and D. W. Hutchinson, Chem. Soc. Rev., 1977, 6, 43.
4. E. G. Sander, in Bioorganic Chemistry, ed. E. E. Van Tamelen, Academic Press, New York, 1977, vol. 2, pp. 273-297 and refs. therein; T. K. Bradshaw and D. W. Hutchinson, Chem. Soc. Rev., 1977, 6, 43.
5. H. C. van der Plas, Ring Transformations of Heterocycles, Academic Press, New York. 1975, vol. 1-2; Tetrahedron, 1985, 41, 237.
6. H. C. van der Plas, Ring Transformations of Heterocycles, Academic Press, New York. 1975, vol. 1-2; Tetrahedron, 1985, 41, 237.
7. K. Hirota, Y. Kitade and S. Senda, (a) J. Chem. Soc., Perkin Trans, 1, 1984, 1859 and refs. therein; (b) J. Org. Chem., 1981, 46, 3949.
8. K. Hirota, Y. Kitade and S. Senda, (a) J. Chem. Soc., Perkin Trans, 1, 1984, 1859 and refs. therein; (b) J. Org. Chem., 1981, 46, 3949.
9. S. Kumar, S. S. Chimni, D. Cannoo and J. Singh, Bioorg. Med. Chem., 1995, 3, 891 and refs. therein.
10. H. Singh, P. Singh, S. S. Chimni and S. Kumar, J. Chem. Soc., Perkin Trans, 1, 1995, 2363.
11. K. Hirota, K. A. Watanabe and J. J. Fox. J. Org. Chem., 1978, 43, 1193; K. Hirota, T. Asao, I. Sugiyama and S. Senda, Heterocycles, 1987, 15, 289; M. Noguchi, K. Sakamoto, S. Nagata and S. Kajigaeshi, J. Heterocycl. Chem., 1988, 25, 205; N. Yasue, S. Ishikawa and M. Noguchi, Bull. Chem. Soc. Jpn., 1992, 65, 2845; K. Hirota, Y. Kitade, K. Shimada and Y. Maki, J. Org. Chem., 1985, 50, 1512.
12. K. Hirota, K. A. Watanabe and J. J. Fox. J. Org. Chem., 1978, 43, 1193; K. Hirota, T. Asao, I. Sugiyama and S. Senda, Heterocycles, 1987, 15, 289; M. Noguchi, K. Sakamoto, S. Nagata and S. Kajigaeshi, J. Heterocycl. Chem., 1988, 25, 205; N. Yasue, S. Ishikawa and M. Noguchi, Bull. Chem. Soc. Jpn., 1992, 65, 2845; K. Hirota, Y. Kitade, K. Shimada and Y. Maki, J. Org. Chem., 1985, 50, 1512.
13. K. Hirota, K. A. Watanabe and J. J. Fox. J. Org. Chem., 1978, 43, 1193; K. Hirota, T. Asao, I. Sugiyama and S. Senda, Heterocycles, 1987, 15, 289; M. Noguchi, K. Sakamoto, S. Nagata and S. Kajigaeshi, J. Heterocycl. Chem., 1988, 25, 205; N. Yasue, S. Ishikawa and M. Noguchi, Bull. Chem. Soc. Jpn., 1992, 65, 2845; K. Hirota, Y. Kitade, K. Shimada and Y. Maki, J. Org. Chem., 1985, 50, 1512.
14. K. Hirota, K. A. Watanabe and J. J. Fox. J. Org. Chem., 1978, 43, 1193; K. Hirota, T. Asao, I. Sugiyama and S. Senda, Heterocycles, 1987, 15, 289; M. Noguchi, K. Sakamoto, S. Nagata and S. Kajigaeshi, J. Heterocycl. Chem., 1988, 25, 205; N. Yasue, S. Ishikawa and M. Noguchi, Bull. Chem. Soc. Jpn., 1992, 65, 2845; K. Hirota, Y. Kitade, K. Shimada and Y. Maki, J. Org. Chem., 1985, 50, 1512.
15. K. Hirota, K. A. Watanabe and J. J. Fox. J. Org. Chem., 1978, 43, 1193; K. Hirota, T. Asao, I. Sugiyama and S. Senda, Heterocycles, 1987, 15, 289; M. Noguchi, K. Sakamoto, S. Nagata and S. Kajigaeshi, J. Heterocycl. Chem., 1988, 25, 205; N. Yasue, S. Ishikawa and M. Noguchi, Bull. Chem. Soc. Jpn., 1992, 65, 2845; K. Hirota, Y. Kitade, K. Shimada and Y. Maki, J. Org. Chem., 1985, 50, 1512.
16. H. Singh, Dolly, S. S. Chimni and S. Kumar, Tetrahedron. 1995, 51, 12775.
17. Under neutral conditions, enamines fail to react with aldehydes. See also K. Hirota, K. Kubo, H. Sajaki, Y. Kitade, M. Sako and Y. Maki, J. Org. Chem., 1997, 62, 2999.
18. A. Sivaprasad, J. S. Sandhu and J. N. Baruah, Indian J. Chem., Sect. B, 1985, 24, 305.
19. I. H. Pitman, M. J. Cho and G. S. Pork. J. Am. Chem. Soc., 1974, 96, 1840; B. A. Otter, E. A. Falco and J. J. Fox. J. Org. Chem., 1968, 33, 3593.
20. I. H. Pitman, M. J. Cho and G. S. Pork. J. Am. Chem. Soc., 1974, 96, 1840; B. A. Otter, E. A. Falco and J. J. Fox. J. Org. Chem., 1968, 33, 3593.