Photochemistry of fluorophenyl azides in aniline Asymmetric fluoroazobenzenes by N-H singlet nitrene insertion

Journal of Fluorine Chemistry

Volumn 125, Issue 5, 2004, Pages 741-747

  Leyva, Elisa ^a   Sagredo, Ruben ^a   Moctezuma, Edgar ^a  

^a UNIVERSIDAD AUTÓNOMA DE SAN LUIS POTOSÍ   (Mexico)

Author keywords

Fluoroazobenzenes; Fluorophenylazides; Photochemistry; Singlet phenylnitrene

Indexed keywords

ANILINE; AROMATIC COMPOUND; AZIDE; BENZENE DERIVATIVE; FLUORINE DERIVATIVE; HYDRAZINE; HYDROGEN; NITROGEN;

ARTICLE; ASYMMETRIC SYNTHESIS; CHEMICAL REACTION; CONTROLLED STUDY; OXIDATION; PHOTOCHEMISTRY; PHOTOLYSIS; ROOM TEMPERATURE;

EID: 2342521253     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2003.12.011     Document Type: Article

References (34)

1. Fleming S.A. Tetrahedron 51 1995 12479
2. Schuster G.B. Platz M.S. Adv. Photochem. 17 1992 69
3. Poe R. Schnapp K. Young M.J.T. Grayzar J. Platz M.S. J. Am. Chem. Soc. 114 1992 5054
4. Doering W.E. Odum R.A. Tetrahedron 22 1966 81
5. Smalley, R.K. Azepines, in: W. Lwowski (Ed.), Comprehensive Heterocyclic Chemistry, vol. 5, Pergamon Press, Oxford, 1984, p. 491.
6. DeGraff B.A. Sundberg R.J. J. Am. Chem. Soc. 96 1974 7491
7. Sundberg R.J. Suter S.R. Brenner M. J. Am. Chem. Soc. 94 1972 513
8. Carroll S.E. Nay B. Scriven E.F.V. Suschitzky H. Thomas D.R. Tetrahedron Lett. 36 1977 3175
9. Liang T.-Y. Schuster G.B. Tetrahedron Lett. 27 1986 3325
10. Liang T.-Y. Schuster G.B. J. Am. Chem. Soc. 109 1987 7803
11. Shields C.J. Chrisope D.R. Schuster G.B. Dixon A.J. Poliakoff M. Turner J.J. J. Am. Chem. Soc. 109 1987 4723
12. Li Y.-Z. Kirby J.P. George M.W. Poliakoff M. Schuster G.B. J. Am. Chem. Soc. 110 1988 8092
13. DeBoer, T. Cadogan, J.I.G. McWilliam, H.M. Rowley, A.G. J. Chem. Soc., Perkin Trans. II (1975) 554.
14. Schnapp K.A. Poe R. Leyva E. Soundararajan N. Platz M.S. Bioconjugate Chem. 4 1993 172
15. Gritsan N.P. Zhai H.B. Yuzawa T. Karweik D. Brooke J. Platz M.S. J. Phys. Chem. 101 1997 2833
16. Huisgen R. Vossius D. Appl. M. Chem. Ber. 91 1958 12
17. Chapman O.L. Le Roux J.-P. J. Am. Chem. Soc. 100 1978 282
18. Younger, C.G. Bell, R.A. J. Am. Chem. Soc. Chem. Commun. (1992) 1359.
19. Lamara K. Smalley R.K. Tetrahedron 47 1991 2277
20. Purvis, R. Smalley, R.K. Suschitzky, H. Alkhader, M.A. J. Chem. Soc., Perkin Trans. I (1984) 249.
21. Purvis, R. Smalley, R.K. Strachan, W.A. Suschitzky, H. J. Chem. Soc., Perkin Trans. I (1978) 191.
22. Lamara K. Redhouse A.D. Smalley R.K. Thompson J.R. Tetrahedron 50 1994 5515
23. Leyva E. Platz M.S. Tetrahedron Lett. 26 1985 2147
24. Leyva E. Platz M.S. Persy G. Wirz J. J. Am. Chem. Soc. 108 1986 3783
25. Leyva E. Sagredo R. Tetrahedron 54 1998 7367
26. Karney W.L. Borden W.T. J. Am. Chem. Soc. 119 1997 3347
27. Karney W.L. Borden W.T. J. Am. Chem. Soc. 119 1997 1378
28. Banks, R.E. Prakash, A. J. Chem. Soc., Perkin I (1974) 1365.
29. Deadman, J.J. Jarman, M. McCague, R. McKenna, R. Neidle, S. J. Chem. Soc., Perkin Trans. II (1989) 971.
30. Jarman M. Barrie S.E. Deadman J.J. Houghton J. McCague R. Rowlands M.G. J. Med. Chem. 33 1990 2452
31. Russ H.W. Tappe H. Eur. Pat. Appl. EP 629 1994 667
32. Ikeda T. Tsutumi O. Science 268 1995 1873
33. Smith P.A.S. Brown B.B. J. Am. Chem. Soc. 73 1951 2438
34. Leyva E. Munoz D. Platz M.S. J. Org. Chem. 54 1989 5938