Synthese 'one pot' de derives isoxazoliniques par activation sonochimique

Tetrahedron Letters

Volumn 39, Issue 25, 1998, Pages 4455-4458

  Bougrin, Khalid ^a   Lamiri, Mustapha ^a   Soufiaoui, Mohamed ^a  

^a FACULTÉ DES SCIENCES   (Morocco)

Author keywords

[No Author keywords available]

Indexed keywords

ISOXAZOLINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 0032543462     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00815-6     Document Type: Article

References (41)

1. 1. Suslick, K.S.; in Sonochemistry, Scheffold, R.; Ed. Springer - Verlag, New York, 1986, 1-60.
2. 2. Einhorn, C.; Einhorn, J.; Luche, J. L.; Synthesis, 1989, 787.
3. 3. Liou, K. F.; Yang. P. H.; Lin, Y. T.; J. Organomet. Chem., 1985, 294; 145.
4. 4. Einhorn, J.; Luche, J. L., J. Org. Chem , 1987, 52, 4124.
5. 5. Pétrier, C.; Luche, J. L., J. Org. Chem , 1985, 50, 910.
6. 6. Pietrusiewicz, K. M.; Zablocka, M.; Tetrahedron Lett., 1988, 29, 937.
7. 7. El'Piner, I.; Ultrasounds: Physical, Chemical and Bioligical Effects, Consultants Bureau, New York, USA, 1964.
8. 8. Weissler, A.; Encyclopedia of Chemical Technology, Vol. 15, Eds., Kirk, R. E.; Othmer, D. F., Wiley Interscience, New York, USA, 1987, 773.
9. 9. Boudjounacher, P., Chem. Techn. Lab., 1983, 31, 797.
10. 10. Luche, J. L.; Damiano, J. C., J. Am. Chem. Soc., 1980, 102, 7927.
11. 11. Yamaguchi, R.; Kawasaki, H.; Kawanisi, M., Synth. Commun., 1982, 12, 1027.
12. 12. Dupuy, C.; Petrier, C.; Sarandeses L. A.; Luche, J. L., Synth. Commun., 1991, 21, 643.
13. 13. a/ Lorimer, J. P.; Mason, T. J., Chem. Soc. Rev., 1987, 16, 239.
14. b/ Neppiras, B.E., Phys. Rep., 1980, 61, 159.
15. 14. a/ Flint, E. B.; Suslick, K. S., Science, 1991, 253, 1397.
16. b/ Noltingk, E. A.; Neppiras, B.E., Proc. Phys. Soc. B (London) 1950, 63, 674.
17. 15. a/ Lepoint, T.; Mullie, F., Ultrasonics Sonochemistry, 1994, 1, 13.
18. b/ Margulis, M.A., ibid, 1994, 1, 87.
19. 16. a/ Ando, T. ; Sumi, S.; Kawate, T.; Ichihara, J.; Hanafusa, T., J. Chem. Soc. Chem. Commun., 1984, 439.
20. b/ Luche, J. L., Dickens, M. J., Tetrahedron Lett., 1991, 32, 4709.
21. 17. Moon, S.; Duchin, L.; Cooney, J. V., Tetrahedron Lett., 1979, 20, 3917.
22. 18. Shiraishi S., "The Japanese-United States Congress of Pharmaceutical Sciences" Honolulu, Hawaï, 1987, Symposia Abst., p. 130.
23. 19. a/ Grundmann, C., Herstellung und Umwandlung von Nitriloxiden. Methoden der organischen chemie (ed. E. Müller ) 4th. ed. Vol.. 10/3, p. 837-870. Stuttgart : G. Thieme 1965.
24. b/ Grundmann, C.; Grünanger, P.; The Nitrile Oxides. Springer - Verlag Berlin. Heidelberg. New York. 1971, pp. 75-80.
25. c/ Naji N.; Soufiaoui M.; Moreau P., J. Fluorine Chem., 1996, 79, 179 et références citées.
26. d/ Bolton R.E.; Coote S.J; Finch H.; Lowdon A.; Pegg N.; Vinader M.V., Tetrahedron Lett., 1995, 36, 4471.
27. 20. Armstrong, S. K.; Collington, E. W.; Knight, J. G.; Naylor, A.; Warren, S., J. Chem. Perkin Trans. I, 1993, 1433.
28. 21. a/ Low, C.M., Current trents in Sonochemistry (Ed. Price G.J.) Royal Society of Chemistry Cambridge, 1992, p. 66.
29. b/ Cunha, L.D.; Garrigues, B., Bull. Soc. Chim. Belg., 1997 (sous presse).
30. 22. a/ Mathew, J.; Alink, B., J. Org. Chem., 1990, 55, 3880.
31. b/ Kabalka, G.W.; Wang, Z.; Goudgaon, N.M.; Synth. Commun., 1989, 19, 2409.
32. c/ Kabalka G.W.; Wang Z.; ibid, 1990, 20, 231.
33. d/ Kabalka G.W.; Chatla N.; Wadgaonkar P.P.; Deshpande S.M., ibid. 1990, 20, 1617.
34. e/ Foucaud A.; Le Rouille E.; Synthesis, 1990, 9, 787.
35. f/ Davis N.J.; Flitsch S.L., Tetrahedron Lett., 1993, 34, 1181.
36. 23. Mukaiyama, T.; Hoshino, T.; J. Am. Chem. Soc., 1960, 82, 5339.
37. 24. Dondoni, A., Tetrahedron Lett., 1967, 25, 2397.
38. 25. Dondoni, A.; Mangini, A.; Ghersetti, S., Tetrahedron Lett., 1966, 4789.
39. 13C, SM et par comparaison avec des échantillons authentiques.
40. 27. Einhorn, C.; Einhorn, J.; Luche, J. L., Tetrahedron Lett., 1990, 31, 4125.
41. 2 présente les caractéristiques d'être plus stable que NaOCl et il est moins onéreux.