Hypervalent Iodine/HF Reagents for the Synthesis of 3-Fluoropyrrolidines

Abstract

The intramolecular aminofluorination of homoallylamine derivatives using a reagent system of PhI(OAc)₂ and Py·HF in CH₂Cl₂ at room temperature for 5 h gave N-tosyl-3-fluoropyrrolidines in good to high yields. Furthermore, the catalytic aminofluorination was furnished by the reaction using p-iodotoluene as a catalyst in the presence of Py·HF as a fluorine source and mCPBA as a terminal oxidant.