title: An alternative to the Sandmeyer approach to aryl iodides.
abstract: Iodoarenes are important synthons for a wide range of organic transformations. Here we report a general strategy to prepare singly iodinated electron-rich aromatic compounds through the intermediacy of diaryliodonium salts. This process, which incorporates a phase separation that greatly simplifies product purification, is an attractive replacement for the Sandmeyer approach to iodoarenes that are otherwise difficult to access.
authors.affiliation: Department of Chemistry and Nebraska Center for Materials and Nanoscience, University of Nebraska, Lincoln, NE 68588-0304 (USA); Institute of Industrial Catalysis, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, Zhejiang 310014 (China).
authors.forename: Bao
authors.initials: B
authors.lastname: Hu
authors.forename: William H
authors.initials: WH
authors.lastname: Miller
authors.forename: Kiel D
authors.initials: KD
authors.lastname: Neumann
authors.forename: Ethan J
authors.initials: EJ
authors.lastname: Linstad
authors.forename: Stephen G
authors.initials: SG
authors.lastname: DiMagno
mesh_terms: D006847:Hydrocarbons, Iodinated / Q000138:chemical synthesis* / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D012492:Salts
chemical_list: D006847:Hydrocarbons, Iodinated; D012492:Salts
keywords: Sandmeyer reaction; aryl iodides; diaryliodonium salt; electrophilic substitution; regioselectivity