Synthesis of Aryl(2,4,6-trimethoxyphenyl)iodonium Trifluoroacetate Salts

Authors

Virginie Carreras, Portland State UniversityFollow
Alexander H. Sandtorv, Portland State UniversityFollow
David R. Stuart, Portland State UniversityFollow

Published In

Journal of Organic Chemistry

Document Type

Citation

Publication Date

12-21-2016

Abstract

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.

Locate the Document

http://dx.doi.org/10.1021/acs.joc.6b02811

DOI

10.1021/acs.joc.6b02811

Persistent Identifier

https://archives.pdx.edu/ds/psu/27039

Citation Details

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.