Palladium-catalyzed Synthesis of Highly Substituted Endocyclic Enol Lactones via a Three-Component Coupling Reaction in an Ionic Liquid

Org Lett. 2007 Apr 26;9(9):1647-9. doi: 10.1021/ol070231b. Epub 2007 Mar 31.

Abstract

[reaction: see text] A new, efficient ionic liquid based synthetic procedure was developed for the preparation of highly substituted endocyclic enol lactones via the carbonylation coupling reactions of alkynes and 1,3-diketones in ionic liquid. The reactions proceeded in excellent regioselectivity and in reasonably good yields. The catalyst system can be recycled five times with only modest loss of its catalytic activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylene / analogs & derivatives
  • Acetylene / chemistry
  • Carbon Monoxide / chemistry
  • Catalysis
  • Cyclization
  • Ionic Liquids / chemistry*
  • Lactones / chemical synthesis
  • Lactones / chemistry*
  • Molecular Structure
  • Palladium / chemistry*

Substances

  • Ionic Liquids
  • Lactones
  • phenylacetylene
  • Palladium
  • Carbon Monoxide
  • Acetylene