Alexey Y. Koposov, D. Litvinov, V. Zhdankin
Nov 1, 2006
Citations
1
Influential Citations
50
Citations
Journal
European Journal of Organic Chemistry
Abstract
2-Iodoxybenzenesulfonic acid (in a cyclic tautomeric form of 1-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide), a thia-analog of 2-iodoxybenzoic acid (IBX) and a potentially important oxidizing reagent, was prepared by two different pathways: direct oxidation of 2-iodobenzenesulfonic acid and hydrolysis of the methyl ester of 2-iodylbenzenesulfonic acid. The resulting l-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide was found to be thermally unstable and highly reactive towards organic solvents. The structure of its reductive decomposition product, l-hydroxy-1H-1,2,3-benziodoxathiole 3,3-dioxide (the cyclic tautomeric form of 2-iodosylbenzenesulfonic acid), was established by single-crystal X-ray diffraction.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)