Per-6-amino-beta-cyclodextrin as an efficient supramolecular ligand and host for Cu(I)-catalyzed N-arylation of imidazole with aryl bromides

J Org Chem. 2008 Nov 21;73(22):9121-4. doi: 10.1021/jo801811w. Epub 2008 Oct 15.

Abstract

Per-6-amino-beta-cyclodextrin (per-6-ABCD), acting simultaneously as a supramolecular ligand for CuI and host for aryl bromides, catalyzes N-arylation of imidazole with aryl bromides under mild conditions. This simple method proceeds with excellent yield for the coupling of imidazole with various substituted aryl bromides demonstrating good tolerance of other functionalities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bromine / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Imidazoles / chemistry*
  • Ligands
  • Nitrogen / chemistry*
  • beta-Cyclodextrins / chemistry*

Substances

  • Imidazoles
  • Ligands
  • beta-Cyclodextrins
  • per-6-amino-beta-cyclodextrin
  • Copper
  • imidazole
  • Nitrogen
  • Bromine