Facile synthesis of 2-arylphenols via palladium-catalyzed cross-coupling of aryl iodides with 6-diazo-2-cyclohexenones

Org Lett. 2013 Feb 15;15(4):808-11. doi: 10.1021/ol303484f. Epub 2013 Jan 30.

Abstract

2-Arylphenols were conveniently synthesized from aryl iodides and 6-diazo-2-cyclohexenones, in moderate to excellent yields, via tandem Pd-catalyzed cross-coupling/aromatization. The preliminary results for the corresponding enantioselective version showed that the coupling products could be generated in up to 72% ee.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azo Compounds / chemistry*
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Cyclohexanones / chemistry*
  • Hydrocarbons, Iodinated / chemistry*
  • Molecular Structure
  • Palladium / chemistry*
  • Phenols / chemical synthesis*
  • Phenols / chemistry

Substances

  • Azo Compounds
  • Cyclohexanones
  • Hydrocarbons, Iodinated
  • Phenols
  • Palladium