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
journal contribution
posted on 2010-03-19, 00:00 authored by Aleksandra A. Zagulyaeva, Mekhman S. Yusubov, Viktor V. Zhdankin[Bis(trifluoroacetoxy)iodo]perfluoroalkanes C<sub><i>n</i></sub>F<sub>2<i>n</i>+1</sub>I(OCOCF<sub>3</sub>)<sub>2</sub> (<i>n</i> = 4, 6, 8, 10, 12) can be conveniently prepared by the oxidation of the corresponding perfluoroalkyl iodides with Oxone in trifluoroacetic acid at room temperature and subsequently converted to the stable [hydroxy(tosyloxy)iodo]perfluoroalkanes, C<sub><i>n</i></sub>F<sub>2<i>n</i>+1</sub>I(OH)OTs, by treatment with <i>p</i>-toluenesulfonic acid. This general and convenient procedure has been further extended to the synthesis of various [bis(trifluoroacetoxy)iodo]arenes, ArI(OCOCF<sub>3</sub>)<sub>2</sub>.
