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.
A methylation platform of unconventional inert aryl electrophiles: Trimethylboroxine as a universal methylating reagent
Feng, Boya,Yang, Yudong,You, Jingsong
, p. 6031 - 6035 (2020/07/10)
Methylation is one of the most fundamental conversions in medicinal and material chemistry. Extension of substrate types from aromatic halides to other unconventional aromatic electrophiles is a highly important yet challenging task in catalytic methylation. Disclosed herein is a series of transition metal-catalyzed methylations of unconventional inert aryl electrophiles using trimethylboroxine (TMB) as the methylating reagent. This transformation features a broad substrate type, including nitroarenes, benzoic amides, benzoic esters, aryl cyanides, phenol ethers, aryl pivalates and aryl fluorides. Another important merit of this work is that these widespread "inert"functionalities are capable of serving as directing or activating groups for selective functionalization of aromatic rings before methylation, which greatly expands the connotation of methylation chemistry.
