TY - JOUR
T1 - A Mild Method for Regioselective Labeling of Aromatics with Radioactive Iodine
AU - Rønnest, Mads Holger
AU - Nissen, Felix
AU - Pedersen, Palle Jacob
AU - Larsen, Thomas Ostenfeld
AU - Mier, Walter
AU - Clausen, Mads Hartvig
PY - 2013
Y1 - 2013
N2 - 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.
AB - 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.
U2 - 10.1002/ejoc.201300419
DO - 10.1002/ejoc.201300419
M3 - Journal article
SN - 1434-193X
VL - 2013
SP - 3970
EP - 3973
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
IS - 19
ER -