Fluoroxytrifluoromethane fluorination, electrophilic

Fluoroxytrifluoromethane, a source of electrophilic fluorine, has recently been employed by Barton et al. for the fluorination of unsaturated steroids. ... 

Fluoroxytrifluoromethane, a source of electrophilic fluorine, has recently been employed by Barton et ah for the fluorination of unsaturated steroids.143,144 It is more reactive than perchloryl fluoride and therefore not without danger. It forms, for instance, a highly explosive product with pyridine.143 Like perchloryl fluoride it reacts with enol ethers, esters and enamines, but at lower temperature (— 78°) to yield the fluorinated ketones as well as addition... 

ElectropMBc fluorinatian. Barton et al. have examined a number of fluoroxy reagents as electrophilic fluorinating agents, and conclude that bis(fluoroxy)difluoro-methane is as useful as fluoroxytrifluoromethane (2, 200 3, 146-147) and is potentially cheaper. 

Reactions of Enol Derivatives and Enamines.—Enolic acetates are transformed into fluoro-ketones by the action of fluoroxytrifluoromethane, a source of electrophilic fluorine (Scheme 10)/ Peroxylauric acid reacted with the enol... 

Electrophilic Addition.—Fluoroxytrifluoromethane (CFjOF) acts as a source of electrophilic fluorine, giving novel addition products from suitable olefins (Scheme 6). The addition of F" in the initial step is indicated by the trapping,... 

Addition Reactions.—Electrophilic fluorination by fluoroxytrifluoromethane (CF3OF) has now been extended to a series of fluoroxy-compounds [(CFjljCOF, (CF3)2(C2F5)C0F, SF5OF, and CF2(OF)2 ], allowing the conversion, for example,... 

In a previous study on the use of fluoroxytrifluoromethane (CF3 OF) as an electrophilic fluorinating agent, it was suggested that fluoroxy-compounds as a class might be disposed to undergo nucleophilic attack at fluorine. This hypothesis... 

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