Palladium-catalyzed carbonylation of aryl, alkenyl, and allyl halides with phenyl formate

Org Lett. 2012 Jun 15;14(12):3100-3. doi: 10.1021/ol301192s. Epub 2012 May 30.

Abstract

Highly efficient palladium-catalyzed carbonylation of aryl, alkenyl, and allyl halides with phenyl formate is reported. This procedure does not use carbon monoxide and affords one-carbon-elongated carboxylic acid phenyl esters in excellent yields. The reaction proceeds smoothly under mild conditions and tolerates a wide range of functional groups including aldehyde, ether, ketone, ester, and cyano groups. Furthermore, a variety of heteroaromatic bromides can be converted to the corresponding phenyl esters in high yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Formates / chemistry*
  • Ligands
  • Molecular Structure
  • Palladium / chemistry*

Substances

  • Formates
  • Ligands
  • Palladium