Pd-catalysed intramolecular regioselective arylation of 2-pyrones, pyridones, coumarins and quinolones by C–H bond functionalization

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Abstract

The intramolecular arylation of 2-pyrones, 2-pyridones, coumarins and quinolones is reported using PdII precatalyst sources without added phosphine ligands. The excellent yields and convenient reagents enables the formation of various analogues containing these moieties, and access to potential biologically active candidates. Stoichiometric studies were carried out to provide an insight into the oxidation addition step. A switch in regioselectivity, together with a hydrodebromination process, was observed in the case of a 3-bromo-2-pyrone.

Original languageEnglish
Pages (from-to)7120-7127
Number of pages8
JournalTetrahedron
Volume70
Issue number40
DOIs
Publication statusPublished - 2014

Keywords

  • Catalysis
  • Cross-coupling
  • Direct arylation
  • Heteroaromatic compounds
  • Palladium

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