Hydrobromination of Alkenes with PBr3/SiO2: A Simple and Efficient Regiospecific Preparation of Alkyl Bromides

Journal of the Brazilian Chemical Society

Volumn 12, Issue 5, 2001, Pages 685-687

  Sanseverino, Antonio M ^a   De Mattos, Marcio C S ^a  

^a FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

Alkenes; Bromides; Electrophilic addition; Regiospecificity; Silica

Indexed keywords

EID: 0035618542     PISSN: 01035053     EISSN: None     Source Type: Journal    
DOI: 10.1590/S0103-50532001000500013     Document Type: Article

References (15)

1. Clark, J.H.; Macquarrie, D.J. Chem. Soc. Rev. 1996, 25, 303.
2. McKillop, A.; Young, D.W. Synthesis 1979, 401.
3. McKillop, A.; Young, D.W. Synthesis 1979, 481.
4. Foti, C.J.; Fields, J.D.; Kropp, P.J. Org. Lett. 1999, 1, 903 and references cited therein.
5. Christie, S.D.R. J. Chem. Soc., Perkin Trans. 1 1999, 737 and references cited therein.
6. Kropp, P.J.; Daus, K.A.; Crawford, S.D.; Tubergen, M.W.; Kepler, K.D.; Craig, S.L.; Wilson, V.P. J. Am. Chem. Soc. 1990, 112, 7433.
7. Kropp, P.J.; Daus, K.A.; Tubergen, M.W.; Kepler, K.D.; Wilson, V.P.; Craig, S.L.; Baillargeon, M.M.; Breton, G.W. J. Am. Chem. Soc. 1993, 115, 3071.
8. Mayo, F.R.; Walling, C. Chem. Rev. 1940, 27, 351.
9. 2 (Aldrich Catalog of Fine Chemicals, 1997).
10. Trost, B.M. Science 1991, 254, 1471.
11. de Mattos, M.C.S.; Sanseverino, A.M. Synth. Commun. 2000, 30, 1975.
12. Sanseverino, A.M.; de Mattos, M.C.S.; Kover, W.B. J. Chem. Res. (S) 2000, 346.
13. th ed.; CRC Press; Boca Raton, 1997-1998.
14. th ed.; Singapore; Longman, 1996; pp. 575-576.
15. The water content (ca. 15% w/w) was determined by heating in a domestic microwave oven until constant weight.