2-fluoro-l-phenylethanone

Several methods are employed for the reductive defluorination of 2-fluoro-l-phenyl-ethanones. Electrolytic reduction at a mercury cathode selectively replaces fluorine in 2-fluoro-l -phenylethanone by hydrogen.94 The hydrodefluorination of fluoroacetophenones, e.g. 7, to dithioacetals of the corresponding defluorinated ketones with aluminum chloride and ethanethiol take place readily by stirring the mixture in dichloromethane at 0°C under nitro-... 

Fluoro-l-phenylethanone is also reduced by triphenyltin hydride in a 2,2 -azobisisobutyroni-trile initiated reaction to yield almost exclusively acetophenone. The selectivity decreases as the solvent becomes more polar.96 Electrolytic reduction of 2,2,2-trifiuoro-l-phenylethanone (8) does not proceed to the expected trifluoromethylated pinacol, but results in acetophenone and/or acetophenone pinacol depending on the potential employed the reaction time controls the product ratio.97... 

Bromo-2-fluoro-l-phenylethanone (a-Bromo-a-Fluoroacetophenone Table 9, Entry 2) Typical Procedure - ... 

Metal enolates can be fluorinated successfully with perchloryl fluoride, e. g. formation of 4,114 but due to the aggressive nature of perchloryl fluoride its applications are limited114 (caution see Vol.ElOa, p265ff). Alternatively, fluorination can be performed by acetyl hypofluorite generated from elemental fluorine and acetic acid/sodium acetate,95115 e.g. formation of 2-fluoro-l-phenylethanone (5).115... 

Fluoro-l-phenylethanone (a-Fluornacetophenone Table 9, Entry 4) Typical Procedure 24-25... 

The course of the reaction of hypofluorous acid with acetylenes in carbon tetrachloride at — 50 C depends on the structure of the acetylene phenylacetylene (6, R = Ph) gives 2-fluoro-1-phenylethanone and phenylacetyl fluoride, while 3,3-dimethylbut-l-ync (6, R = -Bu) gives 2-fluoro-3,3-dimethylbutanal in 60% yield.6... 

Pentafluorophenyl)-l-phenylethanone is converted by sodium hydride into 4,5,6,7-tetra-fluoro-2-phenylbenzofuran (3).133... 

Fluorophenol 2-Fluoro-1-phenylethanone 1-(4-Fluorophenyl)ethanone 1-Fluoropropane 2-Fluoropropane l-Fluoro-2-propanone c/s-1-Fluoropropene... 

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