Story of an Age-Old Reagent: An Electrophilic Chlorination of Arenes and Heterocycles by 1‑Chloro-1,2-benziodoxol-3-one

By the use of 1-chloro-1,2-benziodoxol-3-one,
an age-old reagent,
the practical and efficient chlorination method is achieved. This
hypervalent iodine reagent is amenable not only to the chlorination
of nitrogen-containing heterocycles but also to selected classes of
arenes, BODIPY dyes, and pharmaceuticals. In addition, the advantages,
such as easy preparation and recyclable, air- and moisture-stable,
in combination with the success in a gram-scale experiment grant this
reagent great potential for industrial application.