Synthesis of Mono-Fluorinated Quinones by an Unusual SRN1 Reaction : Difluoromethyl Quinones as Substrates

Synlett

Volumn 1997, Issue 10, 1997, Pages 1159-1160

  Giraud, Anne ^a   Giraud, Luc ^a   Crozet, Michel P ^b   Vanelle, Patrice ^b  

^a UNIVERSITY OF FRIBOURG   (Switzerland)

^b AIX MARSEILLE UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000225354     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-981     Document Type: Article

References (16)

1. Lin, A. J.; Cosby, L. A.; Shansky, C. W.; Sartorelli, A. C. J. Med. Chem. 1972, 15, 1247.
2. Moore, H. W. Science 1977, 197, 527.
3. Nair, V.; Kumar, S. Synlett 1996, 1143.
4. Gallagher, P. T. Contemporary Organic Synthesis 1996, 3, 433.
5. Matsuda, F.; Matsumoto, T.; Ohsaki, M.; Terashima, S. Tetrahedron Lett. 1989, 30, 4259.
6. Murguia, M. C.; Rossi, R. A. Tetrahedron Lett. 1997, 38, 1355.
7. Kornblum, N.; Michel, R. E.; Kerber, R. C. J. Am. Chem. Soc. 1966, 88, 5660.
8. Bowman, W. R. in Photoinduced Electron Transfer; Fox, M.A., Chanon, M. ed.; Elsevier: Amsterdam, 1988; Part C, chap. 4.8, pp 421.
9. Girdler, D. J.; Norris, R. K. Tetrahedron Lett. 1975, 7, 431.
10. Freeman, D. J.; Newcombe, P. J.; Norris, R. K. Aust. J. Chem. 1976, 29, 327.
11. Freeman, D. J.; Norris, R. K. Aust. J. Chem. 1976, 29, 2631.
12. Vanelle, P.; Rathelot, P.; Maldonado, J.; Crozet, M. P. Tetrahedron Lett. 1994, 35, 8385.
13. Crozet, M. P.; Giraud, L.; Sabuco, J.-F.; Vanelle, P. Tetrahedron Lett. 1992, 33, 1063.
14. Crozet, M. P.; Giraud, L.; Sabuco, J.-P.; Vanelle, P.; Barreau, M. Tetrahedron Lett. 1991, 32, 4125.
15. Middleton, W. J. J. Org. Chem. 1975, 40, 574.
16. The compound 5 (2,3,5-trimethyl-6-(2-methyl-1-propenyl)benzo-1,4-quinone) has already been described, see ref. 13.