71902-33-5Relevant articles and documents
Mild fluorination of chloropyridines with in situ generated anhydrous tetrabutylammonium fluoride
Allen, Laura J.,Muhuhi, Joseck M.,Bland, Douglas C.,Merzel, Rachel,Sanford, Melanie S.
, p. 5827 - 5833 (2014/07/08)
This paper describes the fluorination of nitrogen heterocycles using anhydrous NBu4F. Quinoline derivatives as well as a number of 3- and 5-substituted pyridines undergo high-yielding fluorination at room temperature using this reagent. These results with anhydrous NBu4F compare favorably to traditional halex fluorinations using alkali metal fluorides, which generally require temperatures of ≥100 °C.
The ionic liquid [bmim]Br as an alternative medium for the catalytic cleavage of aromatic C-F and C-Cl bonds
Prikhod'ko, Sergey A.,Adonin, Nicolay Yu.,Parmon, Valentin N.
scheme or table, p. 2265 - 2268 (2010/05/18)
The potential of [bmim]Br as an alternative to aprotic dipolar solvents in nickel-catalyzed hydrodehalogenation reactions is demonstrated. Hydrodechlorination of pentafluorochlorobenzene proceeds under the action of zinc in aqueous [bmim]Br. Under the above conditions aromatic C-F bonds also undergo slow cleavage. The reaction is significantly accelerated in the presence of nickel complexes with 2,2′-bipyridine or 1,10-phenanthroline. In the case of pentafluoroacetanilide highly regioselective ortho-hydrodefluorination leading to the formation of 3,4,5-trifluoroacetanilide is observed.
