1 Department of Systems Biology, Technical University of Denmark2 Department of Chemistry, Technical University of Denmark3 Organic Chemistry, Department of Chemistry, Technical University of Denmark4 Center for Nanomedicine and Theranostics, Center, Technical University of Denmark5 Center for Microbial Biotechnology, Department of Systems Biology, Technical University of Denmark6 University Hospital Heidelberg7 Natural Product Discovery, Department of Biotechnology and Biomedicine, Technical University of Denmark
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.
European Journal of Organic Chemistry, 2013, Vol 2013, Issue 19, p. 3970-3973