Synthesis of Aryl Iodides from Arylhydrazines and Iodine.

ABSTRACT: A metal- and base-free method is developed for the synthesis of aryl iodides from arylhydrazine hydrochlorides and iodine. A wide variety of aryl iodides can be conveniently synthesized by an equimolar reaction of arylhydrazine hydrochlorides and I₂ in dimethyl sulfoxide at 60 °C for 6 h. In the iodination step, arylhydrazines are oxidized by iodine to form arenediazonium salts, which undergo single-electron transfer from iodide anion to give aryl and iodine radicals; subsequent combination of them affords the corresponding aryl iodides.

SUBMITTER: Dong CP 

PROVIDER: S-EPMC6645010 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature