TRIFLUOROETHYL PHENYL IODONIUM TRIFLATE - MODIFIED PREPARATION AND N-TRIFLUOROETHYLATION OF AMINO-ALCOHOLS

The title iodinane 3 (Umemoto's FMITS-1) is prepared in two steps from the readily accessible CF3CH2ICl2 (1). 1 and 2 eq. of CF3COOAg react in CFCl2CF2Cl (FC 113) to give CF3CH2(OCOCF3)(2) (2) which is converted into 3 by the known method. With this modification chlorine and nontoxic FC 113 replace 60-80% H2O2 and trifluoroacetic anhydride as the oxidant and the solvent, respectively, in the synthesis of the intermediate 2. The N-trifluoroethylation of some aminoalcohols by FMITS-1 is also reported.