Some tendencies in application of reagents containing O-F bonds in organic synthesisG.G.Furin Novosibirsk Institute of organic chemistry named after N.N.Vorozhtsov, Siberian branch of the Academy of Science 9, Lavrentev ave., Novosibirsk, 630090, Russia Fax: 8-3832-344752 E-mail: furin@nioch.nsc.ru This paper summarizes and systemizes up-to-date information on synthesis of organofluorine compounds of different classes with use of new reagents as fluorine carriers including organic compounds containing O-F bonds ( hypofluorites of perfluorinated alcohols and carbonic acids) and cesium fluorooxysulfate. Fluorinating ability of these reagents is comparatively analyzed in dependence on their structure and the solvent nature. A feasibility to fluorinate unsaturated organic, heterocyclic and hetero-organic compounds is discussed. Matters of a mechanism of fluorination with compounds containing O-F bonds are examined. Specific features of carrying out the processes of fluorination, their merits and demerits in comparison with reactions using elemental fluorine, xenon difluoride and other fluorinating agents are revealed. Availability of methyl- and tret-butylhypofluorites as reagents able to introduce the alkoxy- group into unsaturated organic compounds and their opportunities are shown. Examples of application of HOF/MeCN system as an oxidizer of unsaturated compounds to carry out processes of epoxidation and hydroxylation of olefins are under review. This oxidizer advantages, its specific peculiarities and application in organic synthesis are discussed. Contents
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