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A General and Convenient Preparation of [Bis(trifluoroacetoxy)iodo]perfluoroalkanes and [Bis(trifluoroacetoxy)iodo]arenes by Oxidation of Organic Iodides Using Oxone and Trifluoroacetic Acid

Aleksandra A. Zagulyaeva, Mekhman S. Yusubov and Viktor V. Zhdankin*

*University of Minnesota, Duluth, Minnesota 55812, Email:

A. A. Zagulyaeva, M. S. Yusubov, V. V. Zhdankin, J. Org. Chem., 2010, 75, 2119-2122.

DOI: 10.1021/jo902733f

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The use of oxone in trifluoroacetic acid enables a general and convenient synthesis of [bis(trifluoroacetoxy)iodo]arenes at room temperature. The oxidation of perfluoroalkyl iodides gives [bis(trifluoroacetoxy)iodo]perfluoroalkanes, that can be converted to stable [hydroxy(tosyloxy)iodo]perfluoroalkanes.

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Key Words

Iodine(III) compounds, Oxone

ID: J42-Y2010-0800