Regioselective Suzuki cross-coupling reactions at the 2-position of di- and tribrominated pyrroles

Sven Schröter, Thorsten Bach

Research output: Contribution to journalArticlepeer-review

29 Scopus citations

Abstract

The 2,3,4-tribromopyrrole 4 and the 2,3-dibromopyrrole 10 were shown to undergo regioselective Suzuki cross-coupling reactions at the 2-position. After optimization best yields in the reaction with 4-tert-butylphenyl boronic acid (5a) were 68% and 86%. Other boronic acids 5 were employed in the reaction with pyrrole 4 and gave the monosubstitution products 6 in 33-52% yield. A subsequent cross-coupling at positions C-3 and C-4 could be achieved on 3,4-dibromopyrrole 6a (84% yield).

Original languageEnglish
Pages (from-to)1957-1959
Number of pages3
JournalSynlett
Issue number12
DOIs
StatePublished - 1 Aug 2005

Keywords

  • Catalysis
  • Cross-coupling
  • Heterocycles
  • Palladium
  • Pyrroles
  • Regioselectivity

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