A new method for bromination of carbazoles, β-carbolines and iminodibenzyls by use of N-bromosuccinimide and silica gel
1992; Elsevier BV; Volume: 48; Issue: 36 Linguagem: Inglês
10.1016/s0040-4020(01)90362-x
ISSN1464-5416
AutoresKeith Smith, D. M. James, Anil G. Mistry, Martin R. Bye, D. John Faulkner,
Tópico(s)Synthesis and bioactivity of alkaloids
ResumoCarbazole, N-ethylcarbazole, iminodibenzyl (10,11-dihydro-5H-dibenz[b,f]azepine), N-ethyliminodibenzyl and imipramine are readily mono-, di- or polybrominated in high yields at ambient temperature in dichloromethane by use of the appropriate quantity of N-bromosuccinimide in the presence of silica gel. By contrast, the brominations of the β-carbolines, harmane and norharman, are less selective and give mixtures of products, some of which have unusual substitution patterns.
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