Flash vacuum pyrolysis of pyrazoles as an alternative way to study vinylcarbenes

Journal of Organic Chemistry

Volumn 63, Issue 23, 1998, Pages 8188-8191

  Moyano, Elizabeth L ^a   Yranzo, Gloria I ^a   Elguero, José ^b  

^a UNIVERSIDAD NACIONAL DE CÓRDOBA   (Argentina)

^b INSTITUTO DE QUÍMICA MÉDICA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

3(5) METHYL 5(3) PHENYLPYRAZOLE; 3,5 DIPHENYLPYRAZOLE; NITROGEN; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG; VINYL DERIVATIVE; VINYLCARBENE DERIVATIVE;

ARTICLE; PYROLYSIS; REACTION ANALYSIS;

EID: 0032515003     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo980670b     Document Type: Article

References (33)

1. (a) Elguero, J. Pyrazoles and their Benzo Derivates. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Elsevier Science: UK, 1984; Vol. 5, pp 167-303.
2. (b) Elguero, J. Pyrazoles. In Comprehensive Heterocyclic Chemistry II; Katritzky, A. R., Rees, C. W., Scriven, E. F., Eds.; Elsevier Science: UK, 1996; Vol. 3, pp 1-75.
3. See for example: Brown, R. F. C., Eastwood, F. W., Fallon, G. D., Lee, S. C., McGeary, R. P. Aust. J. Chem. 1994, 47, 991.
4. (a) Ferez, J. D., Phagouapé, L. M. Int. J. Chem. Kinet. 1988, 19, 571.
5. (b) Ibid. 1987, 217.
6. (c) Ibid. 1988, 20, 603.
7. (d) Ibid. 1989,21, 227.
8. (a) Pérez, J. D., Yranzo, G. I., Phagouapé, L. M. Bull. Soc. Chim. Fr. 1986, 129.
9. (b) Pérez, J. D., Yranzo, G. I. J. Anal. Appl. Pyrol. 1989, 16, 165.
10. (c) Yranzo, G. I.; Pérez, J. D.; Ferraris, M. A.; Claramunt, R. M.; Cabildo, P.; Sanz, D.; Elguero, J. Anal. Quimica Int. Ed. 1996, 92, 3.
11. Pérez, J. D., Yranzo, G. I., Ferraris, M. A., Claramunt, R. M., Elguero, J. Tetrahedron 1988, 44, 6429.
12. Pérez, J. D., Yranzo, G. I. Bull. Soc. Chim. Fr. 1985, 473.
13. Pérez, J. D., Yranzo, G. I., Elguero, J. J. Fluorine Chem. 1993, 63, 271.
14. Leigh, W. J., Arnold, D. R. Can. J. Chem. 1979, 57, 1186.
15. Brewbaker, J. L.; Hart, H. J. Am. Chem. Soc. 1969, 91, 711.
16. Pincock, J. A., Murray, K. P. Can. J. Chem. 1979, 57, 1403.
17. Carbenes; Moss, R. A., Jones, M., Jr.; Robert E. Krieger Publ. Co.: USA, 1983; Vol. II, p 57.
18. Brown, R. F. C. Pyrolytic Methods in Organic Chemistry; Academic Press: New York, 1980; p 315.
19. Aguilar-Parrilla, F., Cativiela, C., Díaz de Villegas, M. D., Elguero, J., Foces-Foces, C., Garcia, J. I., Cano, F. H., Limbach, H. H., Smith, J. A. S., Toiron, C. J. Chem. Soc., Perkin Trans. 2 1992, 1737.
20. Pérez, J. D., Yranzo, G. I. J. Org. Chem. 1982, 47, 2221.
21. Badger, G.M., Spotswood, T. N. J. Chem. Soc. 1959, 1635.
22. Walsh, R. J. Chem. Soc., Faraday Trans. 2 1976, 72, 2137.
23. Chambers, R. D. Fluorine in Organic Chemistry; John Wiley & Sons: New York, 1973; pp 109 and 130.
24. (a) Holmes, B. E.; Rakestraw, D. J. J. Phys. Chem. 1992, 96, 2210.
25. (b) So, S. P., J. Phys. Chem. 1993, 97, 11908.
26. (c) Honjou, N.; Pakansky, J.; Yoshimine, M. J. Mol. Struct. (THEOCHEM) 1994, 312, 23.
27. Wunderlin, D. A. Personal communication.
28. Elguero, J., Jacquier, R. Bull. Soc. Chim. Fr. 1966, 90.
29. Friedrich, E.; Taggart, D. J. Org. Chem. 1975, 40, 723.
30. Galton, S. A., Kalafer, M., Beringer, F. M. J. Org. Chem. 1970, 35, 1.
31. Padwa, A.; Carusso, T., Nahm S.; Rodriguez, A. J. Am. Chem. Soc. 1982, 104, 2869.
32. Aldrich NMR FT Catalog 1, 1993, 3, 532A.
33. Bosch, A., Brown, R. K. Can. J. Chem. 1975, 40, 1718.