Synthesis of ortho-acylphenols through the palladium-catalyzed ketone-directed hydroxylation of arenes

Angew Chem Int Ed Engl. 2012 Dec 21;51(52):13075-9. doi: 10.1002/anie.201207479. Epub 2012 Nov 19.

Abstract

Ketone in charge: a formal ketone-directed palladium-catalyzed ortho-hydroxylation of arenes has been developed as an effective approach to access o-acylphenols from simple arylketones. A Pd-catalyzed oxidative ortho-carbonylation reaction using ketone directing groups to access a ketal-lactone motif is also demonstrated. The ubiquity and versatile nature of ketones make these methods attractive. BTI=PhI(TFA)(2); DCE=1,2-dichloroethane.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Hydroxylation
  • Ketones / chemistry*
  • Lactones / chemistry
  • Oxidation-Reduction
  • Palladium / chemistry*
  • Phenols / chemical synthesis
  • Phenols / chemistry*

Substances

  • Ketones
  • Lactones
  • Phenols
  • Palladium