900534-75-0Relevant academic research and scientific papers
N-(2-bromotetrafluoroethyl) derivatives of five-membered nitrogen-containing heterocycles
Petko, Kirill I.,Sokolenko, Taras M.,Bezdudny, Andreii V.,Yagupolskii, Lev M.
, p. 1342 - 1346 (2005)
The synthesis of N-(2-bromotetrafluoroethyl) derivatives of five-membered heterocycles containing one to three nitrogen atom(s) in the ring has been carried out. The reactions of these compounds with various sulfur-containing nucleophiles have been studie
Unexpected reactivity of cyclic perfluorinated iodanes with electrophiles
Gruber, Stefan,Ametamey, Simon M.,Schibli, Roger
supporting information, p. 8999 - 9002 (2018/08/21)
We have found that cyclic perfluorinated iodanes react with electrophiles (E+ = Br, Cl, F, I) to afford perfluorinated E-RF compounds. This reactivity is unexpected since cyclic perfluorinated iodanes are considered as electrophilic reagents that normally react with nucleophiles (e.g. Nu- = SR, OR) to afford Nu-RF products. The utility of this new transformation is demonstrated for a [18F]CF3CF2-containing compound which was prepared from [18F]XeF2 obtained from cyclotron produced [18F]fluoride.
Expanding the Scope of Hypervalent Iodine Reagents for Perfluoroalkylation: From Trifluoromethyl to Functionalized Perfluoroethyl
Matouek, Vclav,Vclavk, Ji,Hjek, Peter,Charpentier, Julie,Blastik, Zsfia E.,Pietrasiak, Ewa,Budinsk, Alena,Togni, Antonio,Beier, Petr
, p. 417 - 424 (2016/01/25)
A series of new hypervalent iodine reagents based on the 1,3-dihydro-3,3-dimethyl-1,2-benziodoxole and 1,2-benziodoxol-3-(1H)-one scaffolds, which contain a functionalized tetrafluoroethyl group, have been prepared, characterized, and used in synthetic applications. Their corresponding electrophilic fluoroalkylation reactions with various sulfur, oxygen, phosphorus, and carbon-centered nucleophiles afford products that feature a tetrafluoroethylene unit, which connects two functional moieties. A related λ3-iodane that contains a fluorophore was shown to react with a cysteine derivative under mild conditions to give a thiol-tagged product that is stable in the presence of excess thiol. Therefore, these new reagents show a significant potential for applications in chemical biology as tools for fast, irreversible, and selective thiol bioconjugation.
