|Annotated by CJ. Credit: Org. Process Res. Dev.|
Togni’s reagent II (1-(trifluoromethyl)-1,2-benziodoxol-3(1H)-one, 1) is a versatile reagent for the nucleophilic introduction of trifluoromethyl groups. We have now found that this compound has explosive properties and would like to make the chemical community aware of this. The first hypervalent iodo intermediate in the synthesis of this reagent (1-hydroxy benz-1,2-iodoxol-(3H)3-one, 4) is also hazardous as well as probably the first Togni reagent (1,3-dihydro-3,3-dimethyl- 1-(trifluoromethyl)-1,2-benziodoxole, 2) (Scheme 1).