Generation of 6-alkylidene/benzylidene-3,6-dihydropyrazin-2(1H)-ones by reaction of 6-bromomethylpyrazin-2(1H)-ones with methoxide and further conversion into specific piperazine-2,5-diones and pyrazin-2(1H)-ones

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 3, 1996, Pages 231-237

  Buysens, Kris J ^a   Vandenberghe, Didier M ^a   Toppet, Suzanne M ^a   Hoornaert, Georges J ^a  

^a UNIVERSITY OF LEUVEN   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542420214     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/p19960000231     Document Type: Article

References (24)

1. P. G. Sammes, Fortschr. Chem. Org. Naturst., 1975, 32, 51.
2. K. Nozawa, S.-I. Udagawa, S. Nakajima and K.-I. Kawai, Phytochemistry, 1989, 28, 929.
3. N. Kawahara, K. Nozawa, S. Nakajima and K.-I. Kawai, Heterocycles, 1989, 29, 397.
4. C.-G. Shin, Y. Yonezawa and K. Ogawa, Heterocycles, 1987, 26, 8, 2087.
5. S. Shin, N. Yonezawa and S. Honda, Jpn. Kokai Tokkyo, Koho JP 63, 112, 567 [88, 112, 567] 1988 (Chem. Abstr., 1988, 109, 190449t).
6. C. Gallina and A. Liberatori, Tetrahedron, 1974, 30, 667.
7. S. Shin, Jpn. Kokai Tokkyo Koho JP 01 13, 074 [89 13, 074] 1989 (Chem. Abstr., 1989, 111, 39387s).
8. T. Yokoi, L.-M. Yang, T. Yokoi, R.-Y. Wu and K.-H. Lee, J. Antibiotics, 1988, 41, 494.
9. J. Vekemans, C. Pollers-Wieërs and G. Hoornaert, J. Heterocycl. Chem., 1983, 20, 919.
10. M. Tutonda, D. Vanderzande, J. Vekemans, S. Toppet and G. Hoornaert, Tetrahedron Lett., 1986, 27, 2509;
11. M. Tutonda, D. Vanderzande, M. Hendrickx and G. Hoornaert, Tetrahedron, 1990, 46, 5715.
12. J. K. Stille, Angew. Chem., 1986, 98, 504.
13. T. N. Mitchell, Synthesis, 1992, 803.
14. T. A. Kobayashi, T. Sakakura and M. Tanaka, Tetrahedron Lett., 1985, 26, 3463.
15. Y. Akita and A. Ohta, Heterocycles, 1981, 16, 1325.
16. R. S. Dainter, T. Jackson, A. H. H. Omar, H. Suschitzky and B. J. Wakefield, J. Chem. Soc., Perkin Trans. 1, 1989, 283.
17. E. J. J. Grabowski, E. W. Tristram, R. Tull and P. I. Pollak, Tetrahedron Lett., 1968, 56, 5931.
18. G. Heinisch and R. Waglechner, Monatsch. Chem., 1984, 115, 1171.
19. L.-M. Yang, R.-Y. Wu, A. T. McPhail, T. Yokoi and K.-H. Lee, J. Antibiotics, 1988, 41, 488.
20. K. W. Blake and P. G. Sammes, J. Chem. Soc. C, 1970, 980.
21. T. Fukuyama, R. K. Frank and A. A. Laird, Tetrahedron Lett., 1985, 26, 2955.
22. M. R. Johnson and L. R. Sousa, Synthesis, 1978, 317.
23. C.-G. Shin, Y. Yonezawa, Y. Sato and T. Nakano, Heterocycles, 1983, 20, 405.
24. S. M. Vandenberghe, K. J. Buysens, L. Meerpoel, P. K. Loosen, S. M. Toppet and G. J. Hoornaert, J. Org. Chem., accepted.