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The electrolytic method of fluorination in the medium containing the complexes of anhydrous hydrogen fluoride and trialkylamines.

G.G.Furin

Novosibirsk Institute of organic chemistry named after N.N.Vorozhtsov 
Siberian branch of the Academy of Science of Russian Federataion

Fax: +7-3822-344752
e-mail: furin@nioch.nsc.ru

ABSTRACT

        The review generalizes and systematizes the latest date on fluorination of the various classes of organic compounds by the electrolytic anodic oxidation method in the medium of electrolyte – the complexes of anhydrous hydrogen fluoride and trialkylamines. An analysis was performed of the basic achievements of the method of one atom fluorine introduction. The facts having an influence on the process and influence of electron-seeking substitutes arranged by CH-fragment and by heteroatoms of VIA group are shown. The examples are given of the useful applications of this method for the synthesis of aromatic and heterocyclic compounds as well as compounds having XCHF fragments, where X=S, Se, Te, as the potential intermediate products for synthesis of the preparations possessing a biological activity. The new efficient production methods of monofluorine – containing organic compounds and their role in organic synthesis are discussed.

Contents

Introduction
  1. Electrolytic fluorination of organic compounds in the presence of the electrolyte containing the complexes of anhydrous hydrogen fluoride and trialkylamines.

    1.1  Anodic monofluorination of aromatic compounds.

    1.2  Electrolytic fluorination of heterocyclic compounds.

    1.3. Anodic fluorination of the organic compound with CH-fragment containing electron-seeking substitutes.


  2. Behavior of organic derivatives of the VI group elements, having CH-fragment in alpha position to heteroatom in the electrolytic solutions containing hydrogen fluoride.

Conclusions

References

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