We report a novel labeling method for the rapid radioehlorination of aromatic compounds using no-carrier-added short-half-life radioactive chloride ions (~(38,39)CICr and ~(34m)CICi~) and OXONE~R (Sigma-AIdrich, Japan) as an oxidation reagent. The reaction of radioactive chloride ions with anisole in the presence of OXONE gave a mixture of p-*CIchIoroanisole and o-*CI-chIoroanisole, with a radiochemical conversion yield of more than 85 (not decay corrected) and selectivity of 73, within 10 min. Regioselective radioactive chlorination was achieved by ehlorodestannyiation of tributylstannyl compounds to afford the corresponding radiochlorinated compounds (p-chloroanisole and m-ehloroanisole) in satisfactory radiochemical yields (80-95 and 46-65, respectively).
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