A Mild and General One-Pot Synthesis of Densely Functionalized Diaryliodonium Salts

European J Org Chem. 2015 Sep 1;2015(27):5919-5924. doi: 10.1002/ejoc.201500986. Epub 2015 Aug 14.

Abstract

Diaryliodonium salts are powerful and widely used arylating agents in organic chemistry. Here we report a scalable, synthesis of densely functionalized diaryliodonium salts from aryl iodides under mild conditions. This two-step, one-pot process has remarkable functional group tolerance, is compatible with commonly employed acid-labile protective group strategies, avoids heavy metal and transition metal reagents, and provides a direct route to stable precursors to PET imaging agents.

Keywords: Selectfluor™; aryl iodides; diaryliodonium salts; iodane synthesis; oxidation.