Electrochemical fluorination containing heterocycles

Furin, G.G. Fluorine-containing heterocycles. Part. IV. Electrochemical fluorination of heterocyclic compounds. Adv. Heterocycl. Chem. 2006, 90, 239-310. 

Fluorine-containing Heterocycles. Part IV. Electrochemical Fluorination of Heterocyclic Compounds... 

Preparation of Perfluorinated Nitrogen and Nitrogen-Oxygen Containing Heterocycles A wide range of perfluorinated amines was prepared in last 60 years. Electrochemical fluorination is the main method used for the preparation of variety saturated perfluorinated heterocycles. Despite the low yields of perfluorinated materials, the process is reliable and can be used for the preparation of perfluorinated materials. Detailed reports on the use of ECF for the preparation of fluorinated materials can be found in several reviews published in last 40 years Major types of perfluorinated N-... 

It should be pointed out that synthesis of perfluorinated sulfur(II)-containing heterocycles, requires a custom synthetic approach, since of these compounds cannot be prepared using oxidative methods, such as electrochemical fluorination or fluorination using elemental fluorine, due to ability of divalent sulfur to undergo oxidation. 

Konno A, Naito W, Fuchigami T (1992) Electrolytic partial fluorination of organic compounds. 6. Highly regioselective electrochemical monofluorination of aliphatic nitrogen-containing heterocycles. Tetrahedron Lett 33 7017-7020... 

Scheme 7 Electrochemical fluorination of sulfur-containing heterocyclic compounds...

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