Benzylic brominations with N-bromosuccinimide in (Trifluoromethyl)benzene

Synthesis

Volumn , Issue 11, 2009, Pages 1807-1810

  Suarez, Diana ^a   Laval, Gilles ^a   Tu, Shang Min ^a   Jiang, Dong ^a   Robinson, Claire L ^a   Scott, Richard ^a   Golding, Bernard T ^a  

^a NEWCASTLE UNIVERSITY   (United Kingdom)

Author keywords

(trifluoromethyl)benzene; Azobisisobutyronitrile; Benzylic bromination; Free radical; N bromosuccinimide

Indexed keywords

(TRIFLUOROMETHYL)BENZENE; AZOBISISOBUTYRONITRILE; BENZOYL PEROXIDE; BENZYLIC; BENZYLIC BROMINATION; N-BROMOSUCCINIMIDE; RADICAL INITIATORS; TETRACHLOROMETHANE; TRIFLUOROMETHYL;

CARBON TETRACHLORIDE; FREE RADICALS;

BENZENE;

(TRIFLUOROMETHYL)BENZENE; 1,1' AZOBIS(CYCLOHEXANECARBONITRILE); 2,2' AZOBISISOBUTYRONITRILE; AZO COMPOUND; BENZENE DERIVATIVE; BENZOYL PEROXIDE; BENZYL DERIVATIVE; CARBON TETRACHLORIDE; FLUORINE DERIVATIVE; METHYL GROUP; N BROMOSUCCINIMIDE; NITRILE; RADICAL; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; BROMINATION; PHOTOCHEMISTRY; QUANTUM YIELD; REACTION ANALYSIS; REACTION TIME;

EID: 67650066262     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0029-1216793     Document Type: Article

References (19)

1. Encyclopedia of Reagents for Organic Synthesis, Vol. 1; Paquette, L. A., Ed.; Wiley: Chichester, 1995, 768-772.
2. Re-evaluation of Some Organic Chemicals, Hydrazine and Hydrogen Peroxide, 1st ed., Part II, Vol. 71; IARC: Lyon, 1999, 401-432.
3. Amijs, C. H. M.; van Klink, G. P. M.; van Koten, G. Green Chem. 2003, 5, 470.
4. Maul, J. J.; Ostrowski, P. J.; Ublacker, G. A.; Linclau, B.; Curran, D. P. Top. Curr. Chem. 1999, 206, 79.
5. Radleys Carousel from Radleys Discovery Technologies; Shire Hill, Saffron Walden, Essex, CB11 3AZ, UK
6. The Merck Index. An Encyclopedia of Chemicals and Drugs, 12th ed; Budavari, S., Ed.; Merck: Whitehouse Station NJ, 1996, Entry 1142.
7. Offermann, W.; Vögtle, F. Angew. Chem., Int. Ed. Engl. 1980, 19, 464;
8. Angew. Chem. 1980, 92, 471.
9. Fernandez, R. PhD Thesis; University of Newcastle upon Tyne: UK, 2002.
10. Sket, B.; Zupan, M. J. Org. Chem. 1986, 51, 929.
11. Makhija, M. T.; Kasliwal, R. T.; Kulkarni, V. M.; Neamati, N. Bioorg. Med. Chem. 2004, 12, 2317.
12. Togo, H.; Hirai, T. Synlett 2003, 702.
13. Waykole, L.; Prashad, M.; Palermo, S.; Repic, O.; Blacklock, T. J. Synth. Commun. 1997, 27, 2159.
14. Offermann, W.; Vögtle, F. Synthesis 1977, 272.
15. Hou, C. J.; Okamoto, Y. J. Org. Chem. 1982, 47, 1977.
16. Deshpande, A. M.; Natu, A. A.; Argade, N. P. J. Org. Chem. 1998, 63, 9557.
17. Podgoršek, A.; Stavber, S.; Zupan, M.; Iskra, J. Tetrahedron Lett. 2006, 47, 7245.
18. Shaw, H.; Perlmutter, H. D.; Gu, C.; Arco, S. D.; Quibuyen, T. O. J. Org. Chem. 1997, 62, 236.
19. Cash, M. T.; Schreiner, P. R.; Phillips, R. S. Org. Biomol. Chem. 2005, 3, 3701.