Palladium catalyzed Csp2-H activation for direct aryl hydroxylation: the unprecedented role of 1,4-dioxane as a source of hydroxyl radicals

Chem Commun (Camb). 2015 Jan 4;51(1):191-4. doi: 10.1039/c4cc06864e.

Abstract

A novel strategy for direct aryl hydroxylation via Pd-catalysed Csp(2)-H activation through an unprecedented hydroxyl radical transfer from 1,4-dioxane, used as a solvent, is reported with bio relevant and sterically hindered heterocycles and various acyclic functionalities as versatile directing groups.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon / chemistry
  • Catalysis
  • Dioxanes / chemistry*
  • Hydrogen / chemistry
  • Hydroxyl Radical / chemistry*
  • Hydroxylation
  • Oxidation-Reduction
  • Palladium / chemistry*
  • Quantum Theory

Substances

  • Dioxanes
  • Hydroxyl Radical
  • Palladium
  • Carbon
  • Hydrogen
  • 1,4-dioxane