μ-Oxo-Bridged Hypervalent Iodine(III) Compound as an Extreme Oxidant for Aqueous Oxidations

Toshifumi Dohi, Tomofumi Nakae, Naoko Takenaga, Teruyoshi Uchiyama, Kei-ichiro Fukushima, Hiromichi Fujioka, Yasuyuki Kita*

*College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga, 525-8577, Japan, Email: kitaph.ritsumei.ac.jp

T. Dohi, T. Nakae, N. Takenaga, T. Uchiyama, K.-i. Fukushima, H. Fujioka, Y. Kita, Synthesis, 2012, 44, 1183-1189.

DOI: 10.1055/s-0031-1290579

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Abstract

The water-soluble μ-oxo-bridged hypervalent iodine trifluoroacetate reagent [(PhI(OCOCF₃)]₂O enables aqueous oxidations of phenolic substrates to dearomatized quinones in excellent yields in most cases compared to conventional phenyliodine(III) diacetate and bis(trifluoroacetate).

see article for more examples

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Key Words

hypervalent iodine, active reagent, quinones, oxidation, phenols

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ID: J66-Y2012-1000