The reaction of the 10-I-3 hypervalent iodine electrophilic trifluoromethylation reagent 1- trifluoromethyl-1, 2-benziodoxol-3-(1 H)-one (2) with 2, 4, 6-trimethylphenol, after deprotonation with NaH and in the presence of 18-crown-6 in a polar, nonprotic solvent, affords 1, 3, 5-trimethyl-2-(trifluoromethoxy) benzene (4) only as a byproduct. Trifluoromethylation occurs preferentially at the ortho-and para-positions of the aromatic ...
