Nickel-catalyzed cross-coupling of bromophenols with Grignard reagents in the solid phase synthesis

Mol Divers. 2000;5(2):57-60. doi: 10.1023/a:1013853421101.

Abstract

Polymer-bound substituted bromophenols were found to readily undergo a Ni(0)-catalyzed cross-coupling reaction with Grignard reagents to give a variety of substituted phenols and hydroquinones, after cleavage from the support, in moderate to high yields. The requisite bromophenol derivatives, which were prepared from the corresponding phenols and hydroquinone using BTMA Br3 or TBA Br3, were attached to the solid support by the Mitsunobu reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biochemistry / methods
  • Models, Chemical
  • Nickel / pharmacology*
  • Peptide Biosynthesis*
  • Peptides / chemical synthesis*
  • Phenol / chemistry
  • Phenols / chemistry*

Substances

  • Peptides
  • Phenols
  • Phenol
  • Nickel
  • 2-bromophenol
  • 4-bromophenol
  • 3-bromophenol