A mild oxidative transformation of nitro compounds into ketones by tetrapropylammonium perruthenate

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 3, 1997, Pages 207-209

  Tokunaga, Yuji ^a   Ihara, Masataka ^a   Fukumoto, Keiichiro ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748550011     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a606332b     Document Type: Article

References (23)

1. W. E. Noland, Chem. Rev., 1955, 55, 137.
2. (a) J. E. McMurry and J. Melton, J. Am. Chem. Soc., 1971, 93, 5309;
3. J. Org. Chem., 1973, 38, 4367;
4. (b) R. Kirchhoff, Tetrahedron Lett., 1976, 2533.
5. (a) A. H. Pagano and H. Shechter, J. Org. Chem., 1970, 35, 295;
6. (b) H. Schechter and F. T. Williams, J. Org. Chem., 1962, 27, 3699;
7. (c) J. E. McMurry, J. Melton and H. Padgett, J. Org. Chem., 1974, 39, 259;
8. (d) N. Kornblum and P. A. Wade, J. Org. Chem., 1973, 38, 1418;
9. (e) J. M. Aizpurua, M. Oiarbide and C. Palomo, Tetrahedron Lett., 1987, 28, 5361;
10. (f) P. A. Bartlett, F. R. Green III and T. R. Webb, Tetrahedron Lett., 1977, 331;
11. (g) G. A. Olah, M. Arvanaghi, Y. D. Vankar and G. K. S. Prakash, Synthesis, 1980, 44;
12. (h) G. A. Olah and B. G. B. Gupta, Synthesis, 1980, 662;
13. (i) M. R. Galobardes and H. W. Pinnick, Tetrahedron Lett., 1981, 22, 5235.
14. E. Keinan and Y. Mazur, J. Am. Chem. Soc., 1977, 99, 3861.
15. (a) W. P. Griffith, S. V. Ley, G. P. Whitcombe and A. D. White, J. Chem. Soc., Chem. Commun., 1987, 1625;
16. (b) S. V. Ley, J. Norman, W. P. Griffith and S. P. Marsden, Synthesis, 1994, 639.
17. K. R. Guertin and A. S. Rende, Tetrahedron Lett., 1993, 34, 5369.
18. A. Goti and M. Romani, Tetrahedron Lett., 1994, 35, 6567.
19. A. Goti, F. D. Sarlo and M. Romani, Tetrahedron Lett., 1994, 35, 6571.
20. Clare et al. reported a failure of the oxidation of nitro alcohol with a catalytic amount of tetrapropylammonium perruthenate in the presence of N-methylmorpholine N-oxide; B. W. Clare, V. Ferro, B. W. Skelton, R. V. Strick and A. H. White, Aust. J. Chem., 1993, 46, 805.
21. Y. Tokunaga, M. Yagihashi, M. Ihara and K. Fukumoto, J. Chem. Soc., Chem. Commun., 1995, 955.
22. J. M. Aizpurua, M. Oiarbide and C. Palomo, Tetrahedron Lett., 1987, 28, 5361.
23. R. W. Fitch and F. A. Luzzio, Tetrahedron Lett., 1994, 35, 6013.