Palladium catalyzed carbonylative Heck reaction affording monoprotected 1,3-ketoaldehydes

Org Lett. 2012 May 18;14(10):2536-9. doi: 10.1021/ol300837d. Epub 2012 May 7.

Abstract

The direct carbonylative palladium catalyzed synthesis of monoprotected 1,3-ketoaldehydes is reported starting from aryl iodides applying near stoichiometric amounts of carbon monoxide. Besides representing platforms for a variety of heterocyclic structures, these motives serve as viable precursors for the highly relevant aryl methyl ketones. The presented strategy can also be adapted for the facile and efficient incorporation of (13)C-labeled carbon monoxide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemical synthesis*
  • Aldehydes / chemistry
  • Carbon Isotopes / chemistry
  • Carbon Monoxide / analysis
  • Carbon Monoxide / chemistry
  • Catalysis
  • Hydrocarbons, Iodinated / chemistry*
  • Ketones / chemical synthesis*
  • Ketones / chemistry
  • Molecular Structure
  • Palladium / chemistry*

Substances

  • Aldehydes
  • Carbon Isotopes
  • Hydrocarbons, Iodinated
  • Ketones
  • Palladium
  • Carbon Monoxide