Organic Chemistry Portal

Abstracts

Search:

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 (free Supporting Information)


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



Key Words

hypervalent iodine, active reagent, quinones, oxidation, phenols


ID: J66-Y2012-1000