Palladium-catalyzed direct C-H alkylation of electron-deficient pyrrole derivatives

Lei Jiao, Thorsten Bach

Research output: Contribution to journalArticlepeer-review

87 Scopus citations

Abstract

The apparent and the real: What looks like a Friedel-Crafts alkylation reaction of electron-deficient pyrroles is actually a PdII-catalyzed, norbornene-mediated C-H activation reaction, in which the alkylation of the pyrrole core occurs by reductive elimination. As well as ethyl-1H-pyrrole-2- carboxylate (see scheme), several other 2,3-disubstituted pyrroles underwent the selective C5 alkylation in good yield.

Original languageEnglish
Pages (from-to)6080-6083
Number of pages4
JournalAngewandte Chemie International Edition in English
Volume52
Issue number23
DOIs
StatePublished - 3 Jun 2013

Keywords

  • C-H activation
  • alkylation
  • heterocycles
  • homogeneous catalysis
  • palladium

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