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 (2KHSO(5)center dot KHSO4 center dot 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.