Preparation and X-ray structural study of 1-arylbenziodoxolones

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Abstract

Various 1-arylbenziodoxolones can be conveniently prepared from 2-iodobenzoic acid and arenes by a one-pot procedure using Oxone (2KHSO 5·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.

Original languageEnglish
Pages (from-to)3767-3773
Number of pages7
JournalJournal of Organic Chemistry
Volume78
Issue number8
DOIs
Publication statusPublished - 19 Apr 2013

ASJC Scopus subject areas

  • Organic Chemistry

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