Synthesis of alpha-monobrominated pyrrole derivatives

L. Groenendaal, M.E. Loo, van, J.A.J.M. Vekemans, E.W. Meijer

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Abstract

Surprisingly stable N-t-BOC-2-bromo-4-hexyl-pyrrole is prepared from N-t-BOC-2-trimethylstannyl-4-hexyl-pyrrole using N-bromosuccinimide as reagent. The bromo-stannyl exchange reaction is performed quantitatively in THF at -70[ddot]C under inert atmosphere. Similarly, N-t-BOC-2-bromopyrrole and N-benzenesulfonyl-2-bromopyrrole have been synthesized from N-t-BOC-2-trimethylstannylpyrrole and N-benzenesulfonyl-2-trimethylstannylpyrrole, respectively.
Original languageEnglish
Pages (from-to)1589-1600
Number of pages12
JournalSynthetic Communications
Volume25
Issue number10
DOIs
Publication statusPublished - 1995

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