Synthesis of Aryl(2,4,6-trimethoxyphenyl)iodonium Trifluoroacetate Salts
Journal of Organic Chemistry
The direct synthesis of aryl(2,4,6-trimethoxyphenyl)iodonium trifluoroacetate salts from aryl iodides is described. Stoichiometric quantities of trifluoroacetic acid and trimethoxybenzene are used as the counteranion and auxiliary precursors, respectively, under oxidizing conditions. The reaction occurs at mild temperature, is broad in scope, and does not require a separate anion exchange step to install the trifluoroacetate group. The intermediacy of two distinct dicarboxy aryl-λ3-iodanes is hypothesized in the mechanism.
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Carreras, V., Sandtorv, A. H., & Stuart, D. R. (2017). Synthesis of Aryl(2,4,6-trimethoxyphenyl)iodonium Trifluoroacetate Salts. Journal of Organic Chemistry, 82(2):1279-1284.