Novel efficient aromatic arylthiolation by disulfide radical cations generated by oxidation of diaryl disulfides

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 11, 1997, Pages 2301-2305

  Takeuchi, Hiroshi ^a   Hiyama, Takehiro ^a   Kamai, Noriyoshi ^a   Oya, Hiromi ^b  

^a KOBE UNIVERSITY   (Japan)

^b SHINSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001408434     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a702909h     Document Type: Article

References (34)

1. U. Schmidt, K. Kabitzke and K. Markau, Angew. Chem., 1960, 72, 708.
2. U. Schmidt, Angew. Chem., 1964, 76, 629.
3. K.-D. Asmus, Acc. Chem. Res., 1979, 12, 436.
4. A. J. Bard, A. Ledwith and H. J. Shine, Adv. Phys. Org. Chem., 1976, 13, 155.
5. O. Hammerich and V. D. Parker, Adv. Phys. Org. Chem., 1984, 20, 55.
6. H. J. Shine and W. Yueh, J. Org. Chem., 1994, 59, 3553.
7. J. E. Wertz and J. L. Vivo, J. Chem. Phys., 1955, 23, 2193.
8. Y. Yokozawa, J. Phys. Soc. Jpn., 1958, 13, 727.
9. M. Bonifǎcić, K. Schafer, H. Mockel and K.-D. Asmus, J. Phys. Chem., 1975, 79, 1496.
10. H. Bock, V. Stein and A. Semkov, Chem. Ber., 1980, 113, 3208.
11. M. Bonifǎcić and K.-D. Asmus, J. Chem. Soc., Perkin Trans. 2, 1986, 1805.
12. G. E. Hilbert and T. B. Johnson, J. Am. Chem. Soc., 1929, 51, 1526.
13. W. E. Truce, D. P. Tate and D. N. Burdge, J. Am. Chem. Soc., 1960, 82, 2872.
14. J. F. Bunnett and X. Creary, J. Org. Chem., 1974, 39, 3173.
15. J. F. Bunnett and X. Creary, J. Org. Chem., 1974, 39, 3611.
16. T. Migita, T. Shimizu, Y. Asami, J. Shiobara, Y. Kato and M. Kosugi, Bull. Chem. Soc. Jpn., 1980, 53, 1385.
17. J. R. Campbell, J. Org. Chem., 1964, 29, 1830.
18. F. Scardiglia and J. D. Roberts, Tetrahedron, 1958, 3, 197.
19. J. F. Bunnett and T. K. Brotherton, J. Org. Chem., 1958, 23, 904.
20. T. Miyazaki, Y. Koinuma and K. Murata, Jpn. Kokai Tokkyo Koho, 1992, JP 92 63 303.
21. S. Matsuoka and T. Hara, Jpn. Kokai Tokkyo Koho, 1993, JP 93 271 315.
22. T. Honda and I. Kaetsu, Jpn. Kokai Tokkyo Koho, 1994, JP 94 03 628.
23. G. W. Cowell, A. Ledwith, A. C. White and H. J. Woods, J. Chem. Soc. (B), 1970, 227.
24. A. Bobst and M. Viscontini, Helv. Chim. Acta, 1966, 49, 875.
25. F. W. Vierhapper and E. L. Eliel, J. Org. Chem., 1975, 40, 2729.
26. R. D. Howells and J. D. McCown, Chem. Rev., 1977, 77, 69.
27. L. Craine and M. Raban, Chem. Rev., 1989, 89, 689.
28. F. A. Davis, E. R. Fretz and C. J. Horners, J. Org. Chem., 1973, 38, 690.
29. H. Takeuchi, T. Yanase, K. Itou, H. Ōya and T. Adachi, J. Chem. Soc., Chem. Commun., 1992, 916.
30. H. Takeuchi, H. Ōya, T. Yanase, K. Itou, T. Adachi, H. Sugiura and N. Hayashi, J. Chem. Soc., Perkin Trans. 2, 1994, 827.
31. R. A. Y. Jones, Physical and mechanistic organic chemistry, Cambridge University Press, London, ch. 3, pp. 35-58.
32. L. Gattermann, Ber., 1899, 32, 1136.
33. A. I. Vogel, J. Chem. Soc., 1948, 1820.
34. C. N. Yiannios and J. V. Karabinos, J. Org. Chem., 1963, 28, 3246.