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

Virginie Carreras, Alexander H. Sandtorv and David R. Stuart*

*Department of Chemistry, Portland State University, Portland, Oregon 97201, United States, Email: dstuartpdx.edu

V. Carreras, A. H. Sandtorv, D. R. Stuart, J. Org. Chem., 2017, 82, 1279-1284.

DOI: 10.1021/acs.joc.6b02811 (free Supporting Information)


Abstract

Stoichiometric quantities of trifluoroacetic acid and trimethoxybenzene can be used as the counteranion and auxiliary precursors for a direct synthesis of aryl(2,4,6-trimethoxyphenyl)iodonium trifluoroacetate salts from aryl iodides 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.

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Unsymmetrical Aryl(2,4,6-trimethoxyphenyl)iodonium Salts: One-Pot Synthesis, Scope, Stability, and Synthetic Studies

T. L. Seidl, S. K. Sundalam, B. McCullough, D. R. Stuart, J. Org. Chem., 2016, 81, 1998-2009.


Key Words

iodonium salts, MCPBA


ID: J42-Y2017