6140-17-6Relevant articles and documents
Decarboxylative trifluoromethylation of aryl halides using well-defined copper-trifluoroacetate and -chlorodifluoroacetate precursors
McReynolds, Kristen A.,Lewis, Robert S.,Ackerman, Laura K.G.,Dubinina, Galyna G.,Brennessel, William W.,Vicic, David A.
, p. 1108 - 1112 (2010)
New synthetic routes to (NHC)copper-trifluoroacetate and -chlorodifluoroacetate complexes were developed (NHC = N-heterocyclic carbenes) so baseline reactivity patterns could be established for the decarboxylative trifluoromethylation of organic halides. In the presence of aryl halides, loss of CO2 from these new precursors occurred at 160 °C concurrent with the formation of aryl-CF3.
Investigation on the stoichiometry of carbon dioxide in isotope-exchange reactions with phenylacetic acids
Audisio, Davide,Goudet, Amelie,Sallustrau, Antoine,Talbot, Alex,Taran, Frederic
supporting information, (2021/08/10)
The functionalization of carbon dioxide (CO 2) as a C1 building block has attracted enormous attention. Carboxylation reactions, in particular, are of major interest for applications in isotope labeling. Due to the inexpensive nature of CO 2, information about its stoichiometric use is generally unavailable in the literature. Because of the rarity and limited availability of CO 2isotopomers, this parameter is of concern for applications in carbon-isotope labeling. We investigated the effects of the stoichiometry of labeled CO 2on carbon isotope exchange of phenyl? acetic acids. Both thermal and photocatalytic procedures were studied, providing insight into product outcome and isotope incorporation. Preliminary results on isotope-dilution effects of carbonate bases in photocatalytic carboxylation reactions have also been obtained.
Deoxyfluorination of acyl fluorides to trifluoromethyl compounds by FLUOLEAD/Olah's reagent under solvent-free conditions
Liang, Yumeng,Taya, Akihito,Zhao, Zhengyu,Saito, Norimichi,Shibata, Norio
, p. 3052 - 3058 (2021/01/15)
A new protocol enabling the formation of trifluoromethyl compounds from acyl fluorides has been developed. The combination of FLUOLEAD and Olah's reagent in solvent-free conditions at 70 °C initiated the significant deoxyfluorination of the acyl fluorides and resulted in the corresponding trifluoromethyl products with high yields (up to 99%). This strategy showed a great tolerance for various acyl fluorides containing aryloyl, (heteroaryl)oyl, or aliphatic acyl moieties, providing good to excellent yields of the trifluoromethyl products. Synthetic drug-like molecules were also transformed into the corresponding trifluoromethyl compounds under the same reaction conditions. A reaction mechanism is proposed.