A new method for bromination of carbazoles, β-carbolines and iminodibenzyls by use of N-bromosuccinimide and silica gel

Smith, Keith ORCID: https://orcid.org/0000-0003-4838-5651, James, D. Martin, Mistry, Anil G., Bye, Martin R. and Faulkner, D. John 1992. A new method for bromination of carbazoles, β-carbolines and iminodibenzyls by use of N-bromosuccinimide and silica gel. Tetrahedron 48 (36) , pp. 7479-7488. 10.1016/S0040-4020(01)90362-X

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Abstract

Carbazole, 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.

Item Type:	Article
Status:	Published
Schools:	Schools > Chemistry
Subjects:	Q Science > QD Chemistry
Publisher:	Pergamon Press
ISSN:	0040-4020
Last Modified:	04 Jun 2017 02:50
URI:	https://orca.cardiff.ac.uk/id/eprint/12639

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