Synthesis of boron-substituted diaryliodonium salts and selective transformation into functionalized aryl boronates

Angew Chem Int Ed Engl. 2012 Dec 7;51(50):12555-8. doi: 10.1002/anie.201206917. Epub 2012 Nov 8.

Abstract

Dormant boron awaits its true destiny in diaryliodonium salts synthesized from aryl boronate derivatives according to two alternative general methods with hypervalent iodine(III) reagents and fluoroalcohol solvents: transformation of an aryl C-H bond and boron-iodine(III) exchange (see scheme; FG = functional group). The salts could be functionalized by both catalyst-free and metal-catalyzed reactions without loss of the boron functionality.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boron / chemistry*
  • Boronic Acids / chemistry*
  • Iodine / chemistry*
  • Onium Compounds / chemical synthesis
  • Onium Compounds / chemistry*
  • Salts / chemistry

Substances

  • Boronic Acids
  • Onium Compounds
  • Salts
  • Iodine
  • Boron