32471-55-9Relevant articles and documents
Scalable Approach to Fluorinated Heterocycles with Sulfur Tetrafluoride (SF4)
Ahunovych, Volodymyr,Boretskyi, Andrii,Bugera, Maksym,Klipkov, Anton A.,Mykhailiuk, Pavel K.,Razhyk, Bohdan,Semenov, Sergey,Tarasenko, Karen,Trofymchuk, Serhii
, p. 12181 - 12198 (2021/09/13)
A general approach to fluorinated (hetero)aromatic derivatives is elaborated. The key reaction is a deoxofluorination of substituted acetophenones with sulfur tetrafluoride (SF4). In contrast to previous deoxofluorination methods, this transformation is fast, scalable (up to 70 g), and high-yielding. More than 100 novel or previously hardly accessible fluorinated heterocycles, interesting for medicinal chemistry and agrochemistry, were synthesized.
Fluorinating cleavage of solid phase linkers for combinatorial synthesis
Wiehn, Matthias S.,Lindell, Stephen D.,Braese, Stefan
supporting information; experimental part, p. 8120 - 8122 (2009/04/13)
(Figure Presented) Multitasking: A new preparative route to fluorine-containing compounds combines the advantages ofsolid-phase synthesis with the incorporation off luorine at the end ofthe synthetic route. A sulfur linker enables simultaneous fluorination of the target structures in the cleavage step. As it is stable under different reaction conditions, the linker has potential in the combinatorial synthesis off luorinated drug structures.
Conversion of the Carbonyl Group to CF2 Using IF
Rozen, Shlomo,Zamir, Dov
, p. 4695 - 4700 (2007/10/02)
A novel method for the transformation of CO -> CF2 is described.The easily made hydrazone derivatives of the carbonyl moiety are reacted under mild conditions with IF prepared directly from the corresponding elements.Various hydrazones have been examined and compared with each other.Unsubstituted ones are usually the most suitable although they are not always easy to purify and store.N-Methyl- and N,N-dimethylhydrazones also give quite satisfactory results.The more easily made dinitrophenyl hydrazones (DNPs), semicarbazones, and tosylhydrazones also react, but the yields of the desired CF2 compounds are usually lower.Oximes could also be successfully reacted.The two main byproducts of the reaction are the parent carbonyl compounds, which can be recycled, and the α-iododifluoro derivatives.The latter upon treatment with LiAlH4 or Bu3SnH were reduced to the desired product, thus increasing the overall yields.