184414-29-7Relevant academic research and scientific papers
F--Free Deoxyhydrotrifluoromethylation of α-Keto Esters with Ph3P+CF2CO2-: Synthesis of α-CF3-Substituted Esters
Jia, Yimin,Jiang, Zhong-Xing,Yang, Zhigang,Yuan, Yuan,Zheng, Ying
, p. 10913 - 10923 (2020/09/23)
Trifluoromethylated compounds are usually obtained via trifluoromethylation reaction by the use of CF3SiMe3 and NaSO2CF3, Umemoto's and Togni's reagents. Here, an external fluorine anion-free direct deoxyhydrotrifluoromethylation of α-keto esters with a d
Cu-Mediated Trifluoromethylation of Aromatic α-Diazo Esters with the Yagupolskii–Umemoto Reagent
Hu, Xiao-Qian,Han, Jia-Bin,Zhang, Cheng-Pan
supporting information, p. 324 - 331 (2017/01/24)
Reductive trifluoromethylation of aromatic α-diazo esters at room temperature with the Yagupolskii–Umemoto reagent {[Ph2SCF3][OTf]; (2a)} in DMF in the presence of excess CuCl gave a variety of α-trifluoromethyl arylacetates in up to
Efficient one step procedure for the synthesis of α- trifluoromethylated arylacetates
Jeong, Howa,Park, Tae Won,Kim, Bum Tae
, p. 1981 - 1987 (2007/10/03)
The reaction of β,β-difluoro-α-trifluoromethylstyrene derivatives 1 with 3 equiv. of sodium methoxide in acetonitrile at 25°C afforded a- trifluoromethylated arylacetates 3 in good yields.
Effect of fluorine substitution of α-and β-hydrogen atoms in ethyl phenylacetate and phenylpropionate on their stereoselective hydrolysis by cultured cancer cells
Yamazaki, Yoshimitsu,Yusa, Shiro,Kageyama, Yu-Ichi,Tsue, Hirohito,Hirao, Ken-Ichi,Okuno, Hiroaki
, p. 167 - 171 (2007/10/03)
(±)-Ethyl 2-fluoro-2-phenylacetate was stereoselectively hydrolyzed by cultured cells of several rat cancer cell lines to give the carboxylic acid rich in the R enantiomer. The stereoselectivity increased for (±)-ethyl 2-fluoro-2-phenylpropionate (2b) with all present cell lines and for (±)-ethyl 2-phenyl-3,3,3-trifluoropropionate (3b) with rat hepatoma McA-RH7777 cell line. The stereoselectivity was different for the different cell lines, as McA-RH7777 cells preferred (R)-2b in contrast with the preference towards (S)-2b by other cells such as ras oncogene-transformed rat liver Anr4 cells. These stereoselectivities were different from those for non-fluorinated (±)-ethyl 2-phenylpropionate. Thus fluorine atoms are recognized by ester hydrolases of cancer cells, and fluorine substitution on the acyl group will be useful for making ester-type anticancer prodrugs more specific to cancer cells.
