Rhodium-catalyzed ortho acylation of aromatic carboxylic acids

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Abstract

New directions: The carboxylic acid functional group directs the ortho acylation of benzoic acids with carboxylic anhydrides in the presence of a rhodium catalyst (see scheme; cod=cyclo-1,5-octadiene). The acylation at the ortho position is complementary to the meta selectivity of Friedel-Crafts reactions. The resulting products can undergo protodecarboxylation to deliver an aryl ketone.

Original languageEnglish
Pages (from-to)6704-6708
Number of pages5
JournalAngewandte Chemie - International Edition
Volume52
Issue number26
DOIs
Publication statusPublished - 24 Jun 2013
Externally publishedYes

Keywords

  • C-H functionalization
  • acylation
  • anhydrides
  • ketones
  • rhodium

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