Mild and rapid hydroxylation of aryl/heteroaryl boronic acids and boronate esters with N-oxides

Org Lett. 2012 Jul 6;14(13):3494-7. doi: 10.1021/ol301463c. Epub 2012 Jun 26.

Abstract

Aryl and heteroaryl boronic acids and boronate esters are rapidly, often within minutes, transformed into the corresponding phenols by N-oxides in an open flask at ambient temperature. This transformation has broad compatibility with a variety of functional groups.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemical synthesis*
  • Alcohols / chemistry
  • Boronic Acids / chemistry*
  • Esters / chemistry*
  • Hydroxylation
  • Molecular Structure
  • Oxides / chemistry*

Substances

  • Alcohols
  • Boronic Acids
  • Esters
  • Oxides