From: Bohlen, Jost T. (bohlen$##$fiz-chemie.de)
Date: Wed Jun 14 2000 - 04:43:31 EDT
A search in the ChemInform Reaction Library retrieved this interesting paper
which might solve your problem:
N-(Triisopropylsilyl)pyrrole. A Progenitor "Par Excellence" of 3-Substituted
Pyrroles. -- (BRAY, B. L.; MATHIES, P. H.; NAEF, R.; SOLAS, D. R.; TIDWELL,
T. T.; ARTIS, D. R.; MUCHOWSKI, J. M.; J. Org. Chem. 55 (1990) 26,
6317-6328; Syntex Res., Inst. Org. Chem., Palo Alto, CA 94304, USA; EN)
Jost T. Bohlen
FIZ CHEMIE BERLIN
> -----Ursprüngliche Nachricht-----
> Von: Gianluca Sbardella [SMTP:merlino$##$uniroma1.it]
> Gesendet am: Mittwoch, 14. Juni 2000 10:15
> An: Multiple recipients of list orglist
> Betreff: ORGLIST: 3-bromination of N-substituted pyrroles
>
> Dear Colleagues,
> first of all my apologies for any crossposting.
> I recently planned to synthesize some 3-phenyl-N-substituted pyrroles
> via Suzuki coupling of (substituted)benzene boronic acids with the
> proper 3-bromo-pyrroles. Alas, the only method of 3-bromination of
> pyrroles I found was an isomerization in a trifluoroacetic acid medium
> of 2-bromo derivatives. Does anybody ever had any experence on this kind
>
> of reaction?
> Thank you very much in advance.
> If the topic could be interesting for any other I will summarize to the
> list.
> Sincerely,
>
> Dr. Gianluca Sbardella, Ph.D.
> Diprtimento di Studi Farmaceutici
> Universita' degli studi di Roma "La Sapienza"
> Rome - Italy
>
> __________________
>
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