Synthesis of 2-(2-nitrophenoxy)quinoxaline and its basic hydrolysis in aqueous solutions of non-reactive counter-ion surfactants with bulky head groups

Tetrahedron

Volumn 52, Issue 36, 1996, Pages 11665-11672

  Cuenca, Angela ^a   Strubinger, Adelitza ^a  

^a UNIVERSIDAD SIMÓN BOLÍVAR   (Venezuela)

Author keywords

[No Author keywords available]

Indexed keywords

QUINOXALINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; HYDROLYSIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030565485     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00670-9     Document Type: Article

References (53)

1. 1. (a) Bunton, C. A.; Nome, F.; Quina, F. H.; Romsted, L. S. Acc. Chem. Res. 1991, 24, 357-363;
2. (b) Sudholter, J. R.; Van de Langkruis, G. B.; Engberts, J. B. F. N. Recl. Trav. Chim. Pays-Bas Belg., 1980, 99, 73-82;
3. (c) Fendler, J. H. Membrane Mimetic Chemistry, Wiley Interscience. New York, 1982;
4. (d) Moroi, Y. Micelles. Theorical and Applied Aspects; Plenum Press, New York, 1992.
5. 2. (a) Bunton, C. A.; Cuenca, A. Can. J. Chem., 1986, 64, 1179-1183;
6. (b) Bunton, C. A.; Cuenca, A. J. Org. Chem., 1987, 52, 901-907.
7. 3. (a) Menger, F. M.; Portnoy, C. E. J. Am. Chem. Soc., 1967, 89, 4698-4703;
8. (b) Bunton, C. A.; Savelli, G. Adv. Phys. Org. Microheterogeneous Systems; Gratzel, M., Kalyanasundaram, K., Eds.; Marcel Dekker, New York, 1991;
9. (c) Romsted, L. S. Micellization, Solubilization and Microemulsions Mittal, K. L. and Lindman, B. Eds.; Plenum Press, New York, 1977.
10. 4. (a) Lianos, P.; Zana, R. J. Colloid Interface Sci. 1982, 88, 594-598;
11. (b) Sepulveda, L.; Lissi, E.; Quina, F. Adv. Colloid Interface Sci. 1986, 25, 1-57.
12. 5. Martinek, K., Yatsimirski, A. K.; Levashov, A. V.; Berezin, I. V. in Micellization, Solubilization and Microemulsions, Mittal, K. L. Eds., Plenum Press, New York 1977, vol. 2, p. 489.
13. 6. Romsted, L. S. in Surfactants in Solution, Mittal, K. L., Lindman, B. Eds., Plenum Press, New York, 1984, vol. 2, pp. 1015-1089.
14. 7. Bunton, C. A.; Savelli, G. Adv. Phys. Org. Microheterogeneaus Systems; Gratzel, M., Kalyanasundaram, K., Eds; Marcel Dekker, New York, 1991.
15. 8. Chaimovich, H.; Aleixo, F. M. V.; Cuccovia, I. M.; Zanette, D.; Quina, F. H. in Solution Behavior of Surfactants: Theoretical and Applied Aspects; Mittal, K. L.; Fendler, E. J. Eds. Plenum Press, New York, 1982, vol. 2, p. 949.
16. 9. (a) Broxton, T. J.; Sango, D. B. Aust. J. Chem. 1983, 36, 711-717;
17. (b) Hall, D. G. J. Phys. Chem. 1987, 91, 4287-4297.
18. 10. (a) Bunton, C. A.; Moffatt, J. R. J. Phys. Chem., 1985, 89, 4166-4169;
19. (b) Bunton, C. A.; Moffatt, J. R. J. Phys. Chem., 1986, 90, 538-541;
20. (c) Ortega, F.; Rodenas, E. J. Phys. Chem. 1987, 91, 837-840.
21. 11. (a) Bunton, C. A.; Gan, L. H.; Moffatt, J. R.; Romsted, L. S.; Saveli, G. J. Phys. Chem., 1981, 85, 4118-4125;
22. (b) Bunton, C. A.; Gan, L. H.; Hamed, F. H.; Moffatt, J. R. J. Phys. Chem. 1983, 87, 336-341;
23. (c) Rodenas, E. Vera, S. J. Phys. Chem. 1985, 89, 513-516.
24. 12. Del Rosso, F.; Bartoletti, A.; Di Profio, P.; Germani, R.; Savelli, G.; Blasko, A.; Bunton, C. A. J. Chem. Soc. Perkin Trans. 2 1995, 673-677.
25. 13. Germani, R.; Ponti, P. P.; Romeo, R.; Savelli, G.; Spreti, N.; Cerichelli, G.; Luchetti, L.; Mancini G.; Bunton, C. A. J. Phys. Org. Chem. 1989, 2, 553-558.
26. 14. (a) Bacaloglu, R.; Bunton, C. A.; Ortega, F. J. Phys. Chem. 1989, 93, 1497-1502;
27. (b) Germani, R.; Savelli, G.; Romeo, R.; Spreti, N. Langmuir, 1993, 9, 55-60;
28. (c) Broxton, T. J.; Christie, J. R.; Theodoridis, D. J. Phys. Org. Chem. 1993, 6, 535-538;
29. (d) Broxton, T. J.; Lucas, M. J. Phys. Org. Chem. 1994, 7, 442-447;
30. (e) Bonan, C.; Germani, R.; Ponti, P. P.; Savelli, G.; Cerichelli, G.; Bacaloglu, R.; Bunton, C. A. J. Phys. Chem. 1990, 94, 5331-5336;
31. (f) Bacaloglu, R.; Bunton, C. A.; Cerichelli, G.; Ortega, F. J. Phys. Chem. 1989, 93, 1490-1497;
32. (g) El Seoud, O. A.; Blaskó, A.; Bunton, C. A. Langmuir 1994 10, 653-657.
33. 15. (a) Bacaloglu, R.; Blaskó, R.; Bunton, C. A.; Cerichelli, G., Ortega, F. J. Phys. Chem. 1990, 94, 5062-5068;
34. (b) Bacaloglu, R.; Bunton, C. A.; Cerichelli, G.; Ortega, F. J. Phys. Chem. 1990, 94, 5068-5073.
35. 16 Flamini, V.; Linda, P.; Savelli, G. J. Chem. Soc. Perkin Trans. 2, 1975, 5, 421-423.
36. 17. Cuenca, A.; Bruno C. Int. J. Chem. Kin. 1994, 26, 963-972.
37. 18. Cuenca, A.; Bruno, C.; Taddei, A. Tetrahedron 1994, 50, 1927-1934.
38. 19. (a) Sakata, G.; Makino K. Heterocycles, 1988, 27, 2481-2515;
39. (b) Alfredson, T. V.; Maki, A. H.; Adaskaveg, M. E.; Excoffier, J. L.; Waring, M. J. J. Chromatogr. 1990, 507, 277-292;
40. (c) Carter, G. A.; Clark, T.; James, C. S. Pestic. Sci., 1983, 14, 135-144;
41. (d) Makino, K; Yoshioka, H. Heterocycles 1987, 26, 1215-1220.
42. 20. (a) Katritzky, A. R. in Handbook of Heterocyclic Chemitry; Pergamon Press: Oxford, 1985, p. 167;
43. (b) Illuminati, G. Adv. Heteteroc. Chem. 1964, 3, 285-370.
44. 21. Mager, H. I. X.; Berends, W. Rec. Trav. Chim. 1959, 78, 5-21.
45. 22. Anderson, R. K.; Cheeseman, G. W. H. J. Chem. Soc. Perkin I. 1974, 129-132.
46. 23. Cuenca, A. Int. J. Chem. Kin., 1990, 22, 103-111.
47. 24. Bunton, C. A.; Romsted, L. S.; Savelli, G. J. Am. Chem. Soc. 1979, 101, 1253-1259.
48. 25. Bunton, C. A.; Romsted, L. S.; Thamavit, C. J. Am. Chem. Soc. 1980, 102, 3900-3903.
49. 26. Broxton, T. J.; Christie, J. R.; Dole, A. I. J. Phys. Org. Chem. 1994, 7, 437-441.
50. 27. Bartoletti, A.; Bartolini, S.; Germani, R.; Savelli, G.; Bunton, C. A. J. Chem. Soc. Perkin Trans. 2 1994, 723-728.
51. 28. Castle, R. N.; Onda, M. J. Org. Chem. 1961, 26, 954-956.
52. 29. (a) Poradowska, H.; Kaniewska, A. Org. Mass Spectrom. 1981,16, 5-11;
53. (b) McNab, H. J. Chem. Soc. Perkin 2, 1982, 357-363.