Preparation and reactivity of polymer-supported 2-iodylphenol ethers, an efficient recyclable oxidizing system

J Org Chem. 2007 Oct 12;72(21):8149-51. doi: 10.1021/jo7015746. Epub 2007 Sep 20.

Abstract

Preparation of new recyclable polymer-supported oxidizing reagents based on 2-iodylphenol ethers is described. The synthesis employs commercially available aminomethylated polystyrene or Merrifield resin and affords polymer-supported 2-iodylphenol ethers with loading up to 0.86 mmol/g with respect to IO2 groups. The new reagents effect clean and efficient conversion of a wide range of alcohols, including heteroatomic and unsaturated structures, to the corresponding carbonyl compounds. Recycling of the resins is possible with minimal loss of activity after several reoxidations.