Nitriles monofluoro

O.l-l.O Aliphatic Alcohols, Ketones, Aldehydes, Amines, Nitriles Monofluoro- and Chloro- Compounds. -OH -NHz O -CN Halogens... 

Further, by using Et3N.3HF in acetonitrile as solvent, they have demonstrated that electrolysis of benzyl nitriles, carboxylic acid esters, sulphonic acid esters and ketones give the corresponding monofluoro- or difluoro-compounds, depending on anode potential in yields of 30 - 70 %. 

Some monofluoro amino derivatives have been prepared with excellent stereocontrol exploiting the potential of inter- and intra-molecular 1,3-dipolar cycloadditions (72) with fluorinated dipolarophiles. An intermolecular application is shown in Scheme 19 (73J4). Nitrile oxides 78 were reacted with fluorinated chiral enol ethers 79 4,5-dihydroisoxazoles 80 were obtained with total regio- and stereo-selectivity. By subsequent elimination of methanol and reductive opening of the isoxazole ring 81, fluoroiminoalcohol 82 was obtained in fair yield. 

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