Continuous-flow, palladium-catalysed alkoxycarbonylation reactions using a prototype reactor in which it is possible to load gas and heat simultaneously

Org Biomol Chem. 2011 Oct 7;9(19):6575-8. doi: 10.1039/c1ob05808h. Epub 2011 Aug 17.

Abstract

A prototype tube-in-tube reactor in which it is possible to load gas and heat simultaneously has been used in a continuous-flow approach to alkoxycarbonylation reactions of aryl iodides. In the stainless steel coil, liquid flows on the outside of a gas-permeable membrane. The coil can be heated and the temperature can be measured accurately via a probe touching the outer steel surface. A range of aryl iodides can be transformed to the corresponding esters in excellent conversion by reaction at 120 °C using 0.5 mol% palladium acetate as the catalyst with no additional ligand required. Small-scale optimization and substrate screening runs were followed by scale-up.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Catalysis
  • Esters / chemical synthesis*
  • Esters / chemistry
  • Gases / chemistry*
  • Hot Temperature*
  • Hydrocarbons, Iodinated / chemistry
  • Microfluidic Analytical Techniques*
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Palladium / chemistry*
  • Stereoisomerism
  • Surface Properties
  • Temperature

Substances

  • Esters
  • Gases
  • Hydrocarbons, Iodinated
  • Organometallic Compounds
  • Palladium