Preparation and X‑ray Structural Study of 1‑Arylbenziodoxolones

Various
1-arylbenziodoxolones can be conveniently prepared from 2-iodobenzoic
acid and arenes by a one-pot procedure using Oxone (2KHSO5·KHSO4·K2SO4) as an inexpensive
and environmentally safe oxidant. This procedure is also applicable
for the synthesis of the 7-methylbenziodoxolone ring system using
2-iodo-3-methylbenzoic acid as starting compound. Structures of four
1-arylbenziodoxolone derivatives were established by single-crystal
X-ray diffraction analysis. An enhanced reactivity of 1-aryl-7-methylbenziodoxolones
toward nucleophiles compared to unsubstituted 1-arylbenziodoxolones
has been found.