Work

Preparation and Structure of Meta ‐Hydroxy‐Substituted Aryliodonium Salts: New Structural Type of Phenol‐Derived Hypervalent Iodine Compounds

Year: 2025

Type: article

Abstract: The previously unknown meta ‐hydroxy‐substituted aryliodonium salts were prepared by a two‐step one‐pot synthesis based on the reaction of 3‐acetoxy‐1‐[(diacetoxy)iodo]arenes with arylboronic acids, involving the initial formation of 3‐acetoxyphenyl(phenyl)iodonium salts and followed by deacetylation of the intermediate product in the presence of trifluoromethanesulfonic acid. The procedure works well with halogen‐, methyl‐, methoxycarbonyl‐, or methoxy‐substituted arylboronic acids as well as naphthalenylboronic acids, phenanthren‐9‐ylboronic acid, and thiophen‐3‐ylboronic acid. The structure of 3‐hydroxyphenyl(phenyl)iodonium triflate was confirmed by single‐crystal X‐ray crystallography.

Source: European Journal of Organic Chemistry

DOI: 10.1002/ejoc.202501154