An Efficient Metal-Free Oxidative Esterification and Amination of Benzyl C-H Bond

Molecules. 2020 Mar 27;25(7):1527. doi: 10.3390/molecules25071527.

Abstract

An esterification and amination of benzylic C-H bonds was developed by using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) under metal- and iodide-free conditions. Both carboxylic acids and amines could be used as ideal coupling partners for the oxidative coupling reactions with various diarylmethanes. A close to equal amount of coupling reagents was enough to afford the product in good to high yields.

Keywords: DDQ; amination; benzyl ester; diarylmethanes; esterification.

MeSH terms

  • Amination
  • Amines / chemistry*
  • Benzhydryl Compounds / chemical synthesis
  • Benzhydryl Compounds / chemistry*
  • Benzoquinones / chemistry*
  • Carboxylic Acids / chemistry
  • Esterification
  • Models, Chemical
  • Oxidation-Reduction

Substances

  • Amines
  • Benzhydryl Compounds
  • Benzoquinones
  • Carboxylic Acids
  • dichlorodicyanobenzoquinone