title: Regioselective A-ring iodination of estradiol diacetates.
abstract: Treatment of estrone or estradiol acetate with thallium trifluoroacetate in TFA and subsequent reaction with KI gave the 2-iodoestrogens as the major product. In the case of estradiol diacetate, treatment of the thallation product with [125I]NaI, using the same reaction conditions, gave exclusively the 2-iodo isomer. Thus, regioselectivity combined with rapidity, renders this procedure particularly suitable for A-ring radioiodination of estradiol with short-lived isotopes.
mesh_terms: D004958:Estradiol / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D007202:Indicators and Reagents; D007457:Iodine Radioisotopes; D013329:Structure-Activity Relationship
chemical_list: D007202:Indicators and Reagents; D007457:Iodine Radioisotopes; C053381:2-iodoestradiol; C053380:estradiol-3,17-diacetate; D004958:Estradiol