Transformation of Unactivated Alkenes into Iodohydrins and β‐Iodoethers using Iodine‐DMSO as a Reagent Combination.

A combination of reagents using I2 and DMSO has been established for the selective transformation of unactivated alkenes into iodohydrins and β‐iodoethers. The developed approach was served by the dual roles of DMSO as an oxidant as well as a hydroxylating agent under different solvent systems at 85 °C. The developed method holds an operational simplicity and is consistent with wide range of substituted alkenes to deliver iodohydrins and β‐iodoethers in yields up to 86 %. The formation of iodohydrins are selective in MeCN as solvent and the course of the reaction was examined by GC‐MS studies and DFT method. [ABSTRACT FROM AUTHOR]