Help with mechanism of bromination
Can anyone help me with a mechanism of bromination of 5,8-dimethoxyquinoline N-oxide with POBr3. Normally nucleophilic brominations proceed to
position 2 or 4 of quinoline but there is described 3-bromo-5,8-dimethoxyquinoline as a product. Does it mean that the brominating agent is an
electrophile? Can POBr3 reagent serve as a donor of electrophilic bromine?
The article can be found here, supporting info with experimental procedure is attached:
http://www.google.cz/url?sa=t&rct=j&q=&esrc=s&source=web&cd=3&ved=0CD0QFjAC&url=http%3A%2F%2Fwww.researchgate.net%2Fpublic
ation%2F234169252_An_Efficient_Synthesis_of_(18FFluoropropyl)quinoline-58-diones_by_Rapid_Radiofluorination-Oxidative_Demethylation%2Ffile%2F32bfe50fc
fe23a37e2.pdf&ei=3p_IUZeJCsrEtQa74YGIDA&usg=AFQjCNGdLqfVNTu_w9o4EgwPYeQr8bMfTg&sig2=9Byu0lT52fS5otSh4UjfTQ&bvm=bv.48293060,d.Yms
Thank You very much!!!
[Edited on 24-6-2013 by otto.online]
Attachment: POBr3+NBS.pdf (457kB)
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[Edited on 24-6-2013 by otto.online]
[Edited on 24-6-2013 by otto.online]
[Edited on 24-6-2013 by otto.online]
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