Phenyl trifluoromethyl sulfoxide (
1) is used as a precursor of a trifluoromethylcopper species.
1 quantitatively affords trifluoromethylcopper species (
2) by the treatment of CuCl with
potassium tert-butoxide. The chemical structure of
2 is indicated by
19F-NMR and is stabilized by the addition of
Et3N・3HF.
2 successfully reacts with aryl halides, terminal alkynes and aryl boronic acids to afford the related trifluoromethylated products. Fluorine-containing functional groups such as a trifluoromethyl group are considered to be important for improving bioactivity and functionality. For this reason, the reactions using
1 are expected to be applied as a method for introduction of the trifluoromethyl group in the future.