Facile Synthesis of Koser's Reagent and Derivatives from Iodine or Aryl Iodides

Eleanor A. Merritt, Vånia M. T. Carneiro, Luiz F. Silva, Jr. and Berit Olofsson

*Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-106 91 Stockholm, Sweden, Email: beritorgan.su.se

E. A. Merritt, V. M. T. Carneiro, L. F. Silva Jr., B. Olofsson, J. Org. Chem., 2010, 75, 7416-7419.

DOI: 10.1021/jo101227j

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Abstract

One-pot syntheses of neutral and electron-rich [hydroxy(tosyloxy)iodo]arenes (HTIBs) from iodine and arenes avoid the need for expensive iodine(III) precursors. A large set of HTIBs, including a polyfluorinated analogue, can be obtained from the corresponding aryl iodides under mild conditions, without excess reagents, in high yields.

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One-Pot Synthesis of Diaryliodonium Salts Using Toluenesulfonic Acid: A Fast Entry to Electron-Rich Diaryliodonium Tosylates and Triflates

M. Zhu, N. Jalalian, B. Olofsson, Synlett, 2008, 592-596.

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Key Words

Iodine(III) compounds, MCPBA, Koser's Reagent

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ID: J42-Y2010-2990