145914-06-3Relevant articles and documents
Metal-Free Construction of the C(sp3)-CF3 Bond: Trifluoromethylation of Hydrazones with Togni's Reagent under Mild Conditions
Zeng, Huiying,Luo, Zhen,Han, Xinlong,Li, Chao-Jun
supporting information, p. 5948 - 5951 (2019/08/29)
A metal-free trifluoromethylation of hydrazones with Togni's reagent under mild conditions was developed. Various functional groups including ester, methoxy, dimethoxy, nitro, halogen, and heterocyclic compounds were tolerated. This simple and green strategy provides a practical tool to construct C(sp3)-CF3 bonds.
Denitrogenative Hydrotrifluoromethylation of Benzaldehyde Hydrazones: Synthesis of (2,2,2-Trifluoroethyl)arenes
Zhao, Zhensheng,Ma, Kevin C. Y.,Legault, Claude Y.,Murphy, Graham K.
, p. 11240 - 11245 (2019/08/20)
Reacting hydrazones of arylaldehydes with Togni's CF3-benziodoxolone reagent, in the presence of potassium hydroxide and cesium fluoride, induces a denitrogenative hydrotrifluoromethylation event to produce (2,2,2-trifluoroethyl)arenes. This novel reaction was tolerant to many electronically-diverse functional groups and substitution patterns, as well as naphthyl- and heteroaryl-derived substrates. Advantages of this process include the easy access to hydrazone precursors on a large scale, speed and operational simplicity, and being transition metal-free.
A facile synthesis of isomeric C -(2,2,2-trifluoroethyl)anilines
Trofymchuk, Sergii,Bezdudny, Andrii V.,Pustovit, Yurii M.,Lukin, Oleg,Boyko, Alexander N.,Chekotylo, Alexey,Tolmachev, Andrei A.,Mykhailiuk, Pavel K.
experimental part, p. 1974 - 1976 (2012/08/27)
Three isomers of C-(2,2,2-trifluoroethyl)aniline were prepared on a multigram scale from readily available nitrophenylacetic acids in two steps. First, the carboxy groups of the latter were converted into the trifluoromethyl moieties by treatment with sul
Cu-mediated chemoselective trifluoromethylation of benzyl bromides using shelf-stable electrophilic trifluoromethylating reagents
Kawai, Hiroyuki,Furukawa, Tatsuya,Nomura, Yoshinori,Tokunaga, Etsuko,Shibata, Norio
supporting information; experimental part, p. 3596 - 3599 (2011/09/16)
Copper-mediated chemoselective trifluoromethylation at the benzylic position by the use of shelf-stable electrophilic trifluoromethylating reagents 3 in good to high yields under mild conditions is described for the first time. The generality of this trifluoromethylation for a wide variety of benzyl bromides facilitates the rapid creation of structural diversity of medicinal candidates in drug discovery.
The reactions of copper-dibromodifluoromethane-amide systems with alcohols
Clark, James H.,McClinton, Martin A.,Blade, Robert J.
, p. 257 - 267 (2007/10/02)
1,1,1-Trifluoro-2-arylethanes can be prepared by the trifluoromethyldehydroxylation of benzyl alcohols using the copper-dibromodifluoromethane-amide reaction system, although the yields are low.The mechanism of the reaction may involve chelation of the substrate to copper so that α-substituted benzyl alcohols and other alcohols are unreactive.