Free radical bromination by the H2O2-HBr system on water

Tetrahedron Letters

Volumn 47, Issue 40, 2006, Pages 7245-7247

  Podgoršek, Ajda ^a   Stavber, Stojan ^a   Zupan, Marko ^a,b   Iskra, Jernej ^a  

^a JO EF STEFAN INSTITUTE   (Slovenia)

^b UNIVERSITY OF LJUBLJANA   (Slovenia)

Author keywords

Benzyl bromination; Bromination; Green chemistry; Halogenation; Haloperoxidase; Hydrogen peroxide; Radicals; Water

Indexed keywords

BROMINE DERIVATIVE; FREE RADICAL; HYDROBROMIC ACID; HYDROGEN PEROXIDE; METAL ION; ORGANIC SOLVENT; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; TOLUENE DERIVATIVE; WATER;

AQUEOUS SOLUTION; ARTICLE; BROMINATION; LIGHT;

EID: 33747875542     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.07.109     Document Type: Article

References (20)

1. van Pee K.H., and Unversucht S. Chemosphere 52 (2003) 299-312
2. Lindstrom U.M. Chem. Rev. 102 (2002) 2751-2771
3. Narayan S., Muldoon J., Finn M.G., Fokin V.V., Kolb H.C., and Sharpless K.B. Angew. Chem., Int. Ed. 44 (2005) 3275-3279
4. Biscoe M.R., and Breslow R. J. Am. Chem. Soc. 125 (2003) 12718-12719
5. Lindstrom U.M., and Andersson F. Angew. Chem., Int. Ed. 45 (2006) 548-551
6. Yorimitsu H., Shinokubo H., and Oshima K. Synlett (2002) 674-686
7. Smith M.B., and March J. Free-Radical Substitution. March's Advanced Organic Chemistry. 5th ed. (2001), John Wiley and Sons, New York 911-914
8. Anastas P.T., and Warner J.C. Green Chemistry (1998), Oxford University Press, New York
9. Amijs C.H.M., van Klink G.P.M., and van Koten G. Green Chem. 5 (2003) 470-474
10. Togo H., and Hirai T. Synlett (2003) 702-704
11. Podgoršek A., Stavber S., Zupan M., and Iskra J. Tetrahedron Lett. 47 (2006) 1097-1099
12. Rahman A.N.M.M., Bishop R., Tan R., and Shan N. Green Chem. 7 (2005) 207-209
13. Shaw H., Perlmutter H.D., Gu C., Arco S.D., and Quibuyen T.O. J. Org. Chem. 62 (1997) 236-237
14. Kikuchi D., Sakaguchi S., and Ishii Y. J. Org. Chem. 63 (1998) 6023-6026
15. Amati A., Dosualdo G., Zhao L.H., Bravo A., Fontana F., Minisci F., and Bjorsvik H.R. Org. Proc. Res. Dev. 2 (1998) 261-269
16. Mestres R., and Palenzuela J. Green Chem. 4 (2002) 314-316
17. Rothenberg G., and Clark J.H. Green Chem. 2 (2000) 248-251
18. Sels B., De Vos D., Buntinx M., Pierard F., Kirsch-De Mesmaeker A., and Jacobs P. Nature 400 (1999) 855-857
19. Conte V., DiFuria F., and Moro S. Tetrahedron Lett. 37 (1996) 8609-8612
20. 2, appropriate mixture of hexane/ethyl acetate) and identified on the basis of comparison with the literature data.