Fluorination of benzofuran

In the low-temperature fluorination of benzofuran (39, Y = O) and 1-acetylindole (39. Y = NAc), addition reactions are observed as well as vicinal fluoro trifluoromethoxy adducts 40A and 40B, vicinal difluoridcs 41 are formed.63 Trichloromethiazide is converted into the 5-fluoro derivative 42 in tetrahydrofuran/hydrogen fluoride at 0 C (in dichloromethanc/acetone 42 is accompanied by two nonfluorinated products).64... 

Barton DHR, Hesse RH, Jackman JP, Pechet MM (1977) Fluorination of benzofuran and of N-acyUndoles with trifluorofluorooxymethane. J Chem Soc Perkin Trans 1 2604—2608... 

Similarly, fluorination of benzofuran 11 with cesium tetrafluorocobaltate(III) led to a mixture of nonaromatic products. Heating the product 12 over nickel gauze at 580 °C yielded hexa- and pentafluorobenzo[ ]furans 14 and 15 [19],... 

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See also in sourсe #XX -- [ , ]

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