Copper mediated conversion of nitro compounds to aldehydes or ketones by dioxygen

Chemistry Letters

Volumn , Issue 7, 1996, Pages 573-574

  Balogh Hergovich, Éva ^a   Kaizer, József ^b   Speier, Gábor ^b  

^a Res Grp Petrochemistry Hung A   (Hungary)

^b UNIVERSITY OF PANNONIA   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0030521598     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1996.573     Document Type: Article

References (21)

1. H. W. Pinnick, Org. React., 38, 655 (1990).
2. J. March, "Advanced Organic Chemistry," Fourth Edition, Wiley-Interscience, New York (1992), p. 886.
3. J. E. McMurry and J. Melton, J. Org. Chem., 38, 4367 (1973); J. E. McMurry, Acc. Chem. Res., 7, 281 (1974); R. Kirchhoff, Tetrahedron Lett., 17, 2533 (1976).
4. J. E. McMurry and J. Melton, J. Org. Chem., 38, 4367 (1973); J. E. McMurry, Acc. Chem. Res., 7, 281 (1974); R. Kirchhoff, Tetrahedron Lett., 17, 2533 (1976).
5. J. E. McMurry and J. Melton, J. Org. Chem., 38, 4367 (1973); J. E. McMurry, Acc. Chem. Res., 7, 281 (1974); R. Kirchhoff, Tetrahedron Lett., 17, 2533 (1976).
6. P. S Vankar, R. Rathore, and S. Chandrasekaran, Synth. Commun., 17, 195 (1987).
7. F. Urpi and J. Vilarrasa, Tetrahedron Lett., 31, 7499 (1990).
8. E. Keinan and Y. Mazur, J. Am. Chem. Soc., 99, 3861 (1977).
9. G. A. Olah, M. Arvanaghi, Y. D. Vankar, and G. K. S. Prakash, Synthesis , 1980, 662.
10. H. Schechter and F. T. Williams, J. Org. Chem., 27, 3699 (1962); F. Freeman and A. Yeramyan, J. Org. Chem., 35, 2061 (1970); F. Freeman and D. K. Lin, J. Org. Chem., 36, 1335 (1971); N. Kornblum, A. S. Erickson, W. J. Kelly, and B. Henggeler, J. Org. Chem., 47, 4534 (1982); K. Steliou and M. A. Poupart, J. Org. Chem., 50, 4971 (1985).
11. H. Schechter and F. T. Williams, J. Org. Chem., 27, 3699 (1962); F. Freeman and A. Yeramyan, J. Org. Chem., 35, 2061 (1970); F. Freeman and D. K. Lin, J. Org. Chem., 36, 1335 (1971); N. Kornblum, A. S. Erickson, W. J. Kelly, and B. Henggeler, J. Org. Chem., 47, 4534 (1982); K. Steliou and M. A. Poupart, J. Org. Chem., 50, 4971 (1985).
12. H. Schechter and F. T. Williams, J. Org. Chem., 27, 3699 (1962); F. Freeman and A. Yeramyan, J. Org. Chem., 35, 2061 (1970); F. Freeman and D. K. Lin, J. Org. Chem., 36, 1335 (1971); N. Kornblum, A. S. Erickson, W. J. Kelly, and B. Henggeler, J. Org. Chem., 47, 4534 (1982); K. Steliou and M. A. Poupart, J. Org. Chem., 50, 4971 (1985).
13. H. Schechter and F. T. Williams, J. Org. Chem., 27, 3699 (1962); F. Freeman and A. Yeramyan, J. Org. Chem., 35, 2061 (1970); F. Freeman and D. K. Lin, J. Org. Chem., 36, 1335 (1971); N. Kornblum, A. S. Erickson, W. J. Kelly, and B. Henggeler, J. Org. Chem., 47, 4534 (1982); K. Steliou and M. A. Poupart, J. Org. Chem., 50, 4971 (1985).
14. H. Schechter and F. T. Williams, J. Org. Chem., 27, 3699 (1962); F. Freeman and A. Yeramyan, J. Org. Chem., 35, 2061 (1970); F. Freeman and D. K. Lin, J. Org. Chem., 36, 1335 (1971); N. Kornblum, A. S. Erickson, W. J. Kelly, and B. Henggeler, J. Org. Chem., 47, 4534 (1982); K. Steliou and M. A. Poupart, J. Org. Chem., 50, 4971 (1985).
15. P. A. Bartlett, F. R. Green, and T. R. Webb, Tetrahedron Lett., 18, 331 (1977).
16. G. A. Olah and B. G. B Gupta, Synthesis, 1980, 44.
17. M. R. Galobardes and H. W. Pinnick, Tetrahedron Lett., 22, 5235 (1981).
18. J. E. McMurry, J. Melton, and H. Padgett, J. Org. Chem., 39, 259 (1974).
19. T. Kido, K. Soda, T. Suzuki, and K. Asada, J. Biol. Chem., 251, 6994 (1976).
20. 2 at room temperature. Carbonyl compounds were determined by GC-MS and nitrous acid determined spectrophotometrically after diazotation of sulfanilic acid and successive coupling with 1-aminonaphthalene.
21. M. Gargano, N. Ravasio, M. Rossi, A. Tiripicchio, and C. M. Tiripicchio, J. Chem. Soc., Dalton Trans., 1989, 921.