A Mild Method for Regioselective Labeling of Aromatics with Radioactive Iodine

Mads Holger Rønnest, Felix Nissen, Palle Jacob Pedersen, Thomas Ostenfeld Larsen, Walter Mier, Mads Hartvig Clausen

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A novel technique to label ortho‐, meta‐, and para‐trimethylsilyl‐substituted aryl substituents with radioactive iodide is described. The method takes advantage of the ipso‐directing and activating properties of trimethylsilyl substituents on the arenes. The method was demonstrated on a griseofulvin analogue with promising anticancer properties and on lidocaine, a widely used local anesthetic drug. Treatment of a trimethylsilyl precursor with Tl(OCOCF3)3 followed by Na125I consistently afforded radioactive purities over 95 % in all cases.
Original languageEnglish
JournalEuropean Journal of Organic Chemistry
Issue number19
Pages (from-to)3970-3973
Publication statusPublished - 2013

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