Manganese-Catalyzed Ring-Opening C-C Bond Fluorination of Cyclobutanols

Manganese-catalyzed C-C bond cleavage of cyclobutanols has attracted great attention due to the high abundance and cheap and eco-friendly behaviour. A manganese-catalyzed ring-opening C-C bond fluorination of cyclobutanols is reported. Under mild conditions, the reaction provides a straightforward access to gamma-fluorinated ketones using 10 mol% Mn(OAc)(2) as catalyst and electrophilic fluorination reagent, which was generated in situ from HF center dot Et3N and PhIO, as fluorine source. The reaction has an excellent functional-group tolerance and displays a broad substrate scope, affording the corresponding products in 50%similar to 76% yields.