A simple and improved regioselective bromination of aromatic compounds using N-methylpyrolidin-2-one hydrotribromide and aqueous hydrogen peroxide under mild reaction conditions

Journal of Molecular Catalysis A: Chemical

Volumn 258, Issue 1-2, 2006, Pages 198-202

  Singhal, Sweety ^a   Jain, Suman L ^a   Sain, Bir ^a  

^a CSIR INDIAN INSTITUTE OF PETROLEUM   (India)

Author keywords

Aromatic compound; Bromination; Hydrogen peroxide; MPHT

Indexed keywords

ADDITION REACTIONS; CATALYSIS; HYDROGEN PEROXIDE; MOLECULAR DYNAMICS; RATE CONSTANTS;

BROMINATING AGENT; BROMINATION; METHYLPYROLIDIN-2-ONE HYDROTRIBROMIDE (MPHT); REACTION TIMES;

AROMATIC COMPOUNDS;

EID: 33748464023     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2006.05.042     Document Type: Article

References (27)

1. Chrisophersen C. Acta Chem. Scand. 39B (1985) 517
2. Ulmann's Encyclopedia of Industrial Chemistry. sixth ed. (1998), Wiley, Weinheim
3. Still J.K. Pure Appl. Chem. 57 (1985) 1771
4. Miyauro N. A. Suzuki Chem. Rev. 95 (1995) 2457
5. Beletskaya I.P., and Cheprakov A.V. Chem. Rev. 100 (2000) 3009
6. Cabri W., and Canadiani I. Acc. Chem. Res. 28 (1995) 2
7. De La Mare P.B. Electrophilic Halogenation (1976), Cambridge University Press, Cambridge (Chapter 5)
8. Larock R.C. Comprehensive Organic Transformation (1989), VCH, New York p. 315
9. Dewkar G.K., Narina S.V., and Sudalai A. Org. Lett. 5 (2003) 4501
10. Ganguly N.C., De P., and Datta S. Synlett (2005) 1103
11. Carreno M.C., Garcia Rucino J.L., Sanz G., Toledo M.A., and Urbano A. Synlett (1997) 1241
12. Bloomer J.L., and Zhengd W. Synth. Commun. 62 (1997) 4504
13. Andrew N.C., Karen V.C., and Fugier M. Synth. Commun. 27 (1997) 4159
14. Carreno M.A., and Urabano A. J. Org. Chem. 60 (1995) 5328
15. Rajagopal R., Jarikote D.V., Lahoti R.J., Daniel T., and Srinivasan K.V. Tetrahedron Lett. 44 (2003) 1815
16. Gnaim J.M., and Sheldon R.A. Tetrahedron Lett. 46 (2005) 4456
17. Ghorbani-Vaghai R., and Jalili H. Synthesis 7 (2005) 1099
18. Heravi M.M., Abdolhosseini N., and Oskooie H.A. Tetrahedron Lett. 46 (2005) 8959
19. Fieser L.F., and Fieser M. Reagents for Organic Synthesis (1967), Wiley, New York p. 967
20. Cattaway F.D., and Hoyle G. J. Chem. Soc. (1923) 654
21. Avramoff M., Weiss J., and Schaechter O. J. Org. Chem. 28 (1963) 3256
22. Kajianeshi S., Kakinami T., Tokiyama H., Hirakawa T., and Okamoto T. Chem. Lett. (1987) 627
23. Kar G., Saikia A.K., Bora U., Dehury S.K., and Chaudhuri M.K. Tetrahedron Lett. 44 (2003) 4503
24. Buckles R.E., Popov A.I., Zelezny W.F., and Smith R.J. J. Am. Chem. Soc. 73 (1951) 4525
25. Bekaert A., Provot O., Rasolojaona O., Alami M., and Brion J.D. Tetrahedron Lett. 46 (2005) 4187
26. Ganguly N.C., De P., and Dutta S. Synthesis (2005) 1103
27. Daniel R.B., de Visser S.P., Shaik S., and Neumann R. J. Am. Chem. Soc. 125 (2003) 12116