Disulfide-Catalyzed Iodination of Electron-Rich Aromatic Compounds

J Org Chem. 2019 Jun 7;84(11):7411-7417. doi: 10.1021/acs.joc.9b00769. Epub 2019 May 17.

Abstract

Herein, a disulfide-catalyzed electrophilic iodination of aromatic compounds using 1,3-diiodo-5,5-dimethylhydantoin (DIH) has been developed. The disulfide activates DIH as a Lewis base to promote the iodination reaction in acetonitrile under mild conditions. This system is applicable to a wide range of electron-rich aromatic compounds, including acetanilide, anisole, imidazole, and pyrazole derivatives.

Publication types

  • Research Support, Non-U.S. Gov't