Exploitation of aldoxime esters as radical precursors in preparative and EPR spectroscopic roles

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 12, 2000, Pages 2399-2409

  McCarroll, Andrew J ^a   Walton, John C ^a  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CHEMICAL BONDS; COLUMN CHROMATOGRAPHY; CRYSTALLINE MATERIALS; ELECTRON SPIN RESONANCE SPECTROSCOPY; FLUORINE COMPOUNDS; FREE RADICALS; NITROGEN COMPOUNDS; PHOTOLYSIS; PHOTOSENSITIZERS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

ALDOXIME ESTER; ALKYL RADICALS; ARYLIMINYL RADICALS; ELECTRON PARAMAGNETIC RESONANCE SPECTROSCOPY; METHOXYACETOPHENONE;

ESTERS;

EID: 0034587293     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/b007212p     Document Type: Article

References (48)

1. M. Hasebe, K. Kogawa and T. Tsuchiya, Tetrahedron Lett., 1984, 25, 3887
2. M. Hasebe and T. Tsuchiya, Tetrahedron Lett., 1986, 27, 3239.
3. M. Hasebe and T. Tsuchiya, Tetrahedron Lett., 1987, 28, 6207
4. M. Hasebe and T. Tsuchiya, Tetrahedron Lett., 1988, 29, 6287.
5. J. Boivin, A.-M. Schiano and S. Z. Zard, Tetrahedron Lett., 1994, 35, 249.
6. J. Boivin, A.-C. Callier-Dublanchet, B. Quiclet-Sire, A.-M. Schiano and S. Z. Zard, Tetrahedron, 1995, 51, 6517.
7. J. Boivin, A.-M. Schiano and S. Z. Zard, Tetrahedron Lett., 1992, 33, 7849.
8. S. Z. Zard, Synlett, 1996, 1148.
9. M. Depature, D. Siri, J. Grimaldi, J. Hatem and R. Faure, Tetrahedron Lett., 1999, 40, 4547.
10. A. J. McCarroll and J. C. Walton, Chem. Commun., 2000, 351.
11. B. S. Furniss, A. J. Hannaford, P. W. G. Smith and A. R. Tatchell, Vogel's Textbook of Organic Chemistry, 5th Edition, Longman, Harlow, 1989.
12. E. V. Aroskar, P. J. N. Brown, R. G. Plevey and R. Stephens, J. Chem. Soc. C, 1968, 1569.
13. P. G. Pietta, P. Cavallo and G. R. Marshall, J. Org. Chem., 1971, 36, 3966.
14. J. Herzig and F. Wenzel, Monatsh. Chem., 1903, 24, 868.
15. M. Benger and O. L. Brady, J. Chem. Soc., 1950, 1221.
16. P. L. Anelli, C. Banfi, F. Montanari and S. Quici, J. Org. Chem., 1989, 54, 2970.
17. A. E. J. de Nooy, A. C. Besemer and H. van Bekkum, Synthesis, 1996, 1153.
18. A. J. Mancuso and D. Swern, Synthesis, 1981, 165.
19. K. S. Webb and S. J. Ruszkay, Tetrahedron, 1998, 54, 401.
20. H. A. Bruson, Org. React. (N. Y.), 1949, 5, 79.
21. J. H. McGregor and C. Pugh, J. Chem. Soc., 1945, 535.
22. M. Huhtasaari, H. J. Schäfer and L. Becking, Angew. Chem., Int. Ed. Engl., 1984, 23, 980.
23. H. L. Vaughn and M. D. Robbins, J. Org. Chem., 1975, 490, 1187.
24. I. Pejković-Tadić, M. Hranisavljević-Jakovljević, S. Nesić, C. Pascual and W. Simon, Helv. Chim. Acta, 1965, 48, 1157.
25. R. F. Hudson and K. A. F. Record, J. Chem. Soc., Chem. Commun., 1976, 539.
26. D. Griller, K. U. Ingold and J. C. Scaiano, J. Magn. Reson., 1980, 38, 169.
27. L. Grossi and G. Placucci, J. Chem. Soc., Chem. Commun., 1985, 943.
28. A. J. McCarroll and J.C. Walton, J. Chem. Soc., Perkin Trans. 2, 2000, 1868.
29. G. T. Binmore, J. C. Walton, W. Adcock, C. I. Clark and A. R. Krstic, Magn. Reson. Chem., 1995, 33, S53
30. A. Mangini, P. Spagnolo, D. Tassi, M. Tiecco and P. Zanirato, Tetrahedron, 1972, 28, 3485
31. L. Testaferri, M. Tiecco, P. Spagnolo, P. Zanirato and G. Martelli, J. Chem. Soc., Perkin Trans. 2, 1976, 662
32. D. Griller, P. R. Marriott, D. C. Nonhebel, M. J. Perkins and P. C. Wong, J. Am. Chem. Soc., 1981, 103, 7761.
33. R. A. Kaba and K. U. Ingold, J. Am. Chem. Soc., 1976, 98, 7375.
34. A. R. Forrester, M. Gill, J. S. Sadd and R. H. Thomson, J. Chem. Soc., Perkin Trans. 1, 1979, 612.
35. K.-C. Liu, B. R. Shelton and R. K. Howe, J. Org. Chem., 1980, 45, 3916.
36. W. C. Danen and C. T. West, J. Am. Chem. Soc., 1973, 95, 6872.
37. A. G. Davies, J.-Y. Nedelec and R. Sutcliffe, J. Chem. Soc., Perkin Trans. 2, 1983, 209.
38. P. M. Blum and B. P. Roberts, J. Chem. Soc., Perkin Trans. 2, 1978, 1313.
39. A. Alberti, G. Barbaro, A. Battaglia, A. Dondoni and G. F. Pedulli, J. Org. Chem., 1980, 45, 4223.
40. N. H. Anderson, M. McMillan and R. O. C. Norman, J. Chem. Soc. B, 1970, 1075.
41. A. H. M. Kayen, Th. A. B. M. Bolsman and Th. J. de Boer, Recl. Trav. Chim. Pays-Bas, 1976, 95. 14.
42. J. Stradins, L. M. Baider, L. Baumane, R. Gavars and V. Glezer, Elektrokhimiya, 1977, 13, 759
43. A. Berndt, in Landolt-Börnstein, Magnetic Properties of Free Radicals, vol. 9d1, ed. H. F. Fischer and K.-H, Hellwege, Springer-Verlag, New York, 1980, p. 545.
44. A. R. Forrester, M. Gill, C. J. Meyer, J. S. Sadd and R. H. Thomson, J. Chem. Soc., Perkin Trans. 1, 1979, 606.
45. P. H. Ferber, G. E. Gream and TT. I. Stoneman, Aust. J. Chem., 1985, 38, 699.
46. B. R. Cho, N. S. Cho and S. K. Lee , J. Org. Chem., 1997, 62, 2230
47. B. R. Cho, W. J. Jang, J. T. Je and R. A. Bartsch, J. Org. Chem., 1993, 58, 3901.
48. P. T. Gallagher, J. C. A. Hunt, A. P. Lightfoot and C. J. Moody, J. Chem. Soc., Perkin Trans. 1, 1997, 2633.