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New and direct approach to hypervalent iodine compounds from arenes and iodine.: Straightforward synthesis of (diacetoxyiodo)arenes and diaryliodonium salts using potassium μ-peroxo-hexaoxodisulfate

Journal

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
Volume 80, Issue 11, Pages 2213-2219

Publisher

CHEMICAL SOC JAPAN
DOI: 10.1246/bcsj.80.2213

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The reaction of arenes with elemental iodine, acetic acid, and potassium mu-peroxo-hexaoxodisulfate (K2S2O8) in the presence of concentrated sulfuric acid, efficiently generated the corresponding (diacetoxyiodo)arenes in good yields. Diaryliodonium triflates were directly synthesized by reaction of arenes with elemental iodine in good yields by using, K2S2O8, AcOH, and TfOH. Diaryliodonium tosylates were also prepared from arenes and elemental iodine by using K2S2O8, AcOH, H2SO4, and TsOH. The procedure involved mild conditions and a straightforward one-pot synthesis.

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