Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

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

Hypervalent Iodine/HF Reagents for the Synthesis of 3-Fluoropyrrolidines
Tsugio Kitamura, Juzo Oyamada, Kensuke Muta and, Azusa Miyake
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.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01266

DOI: 10.1021/acs.joc.7b01266

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