351-12-2Relevant academic research and scientific papers
Transition-Metal-Free Conversion of Trifluoropropanamides into Cyanoformamides through C-CF3 Bond Cleavage and Nitrogenation
Wang, Fang,Zhang, Tao,Tu, Hai-Yong,Zhang, Xing-Guo
, p. 5475 - 5480 (2017)
A new transition-metal-free transformation of trifluoropropanamides into cyanoformamides through a sequence of C-CF3 bond cleavage and nitrogenation using tert-butyl nitrite as the nitrogen source is described. The method features direct detrifluoromethylation, broad substrate scopes, and excellent selectivity control, representing a new shortcut for constructing the nitrile group involving C-CF3 σ-bond cleavage.
Copper-Catalyzed Selective Defluorinative Sulfuration of Trifluoropropanamides Leading to α-Fluorothioacrylamides
Shen, Xiao-Qin,Wang, Sui-Qian,Fan, Dongfeng,Zhang, Xing-Guo,Tu, Hai-Yong
, p. 1591 - 1600 (2021)
A practical and efficient method for the synthesis of α-fluorothioacrylamide was developed from selective defluorinative sulfuration of trifluoropropanamides with disulfides. The N-chelation-assisted copper-catalyzed defluorination and sulfurization reactions feature excellent functional group tolerance and incorporation of both sulfur atoms of disulfides into acrylamides.
Synthesis, physico-chemical properties and microsomal stability of compounds bearing aliphatic trifluoromethoxy group
Grygorenko, Oleksandr O.,Haufe, Günter,Kliachyna, Maria,Kondratov, Ivan S.,Logvinenko, Ivan G.,Markushyna, Yevheniia,Pivnytska, Valentyna,Tokaryeva, Yuliya,Vashchenko, Bohdan V.
, (2020/02/11)
Effects of the trifluoromethoxy substituent on physico-chemical properties of compounds, such as kinetic solubility, lipophilicity and microsomal clearance, was studied in a series of aliphatic derivatives. It was found that kinetic solubility of the CF3O-containing compounds was comparable to that of analogs, i.e. compounds bearing CH3O and CF3 moieties. The CF3O-substituted compounds had higher lipophilicity as compared to methoxy analogues, and nearly the same like CF3-bearing compounds. Microsomal stability studies indicated that the trifluoromethoxy group typically decreased metabolic stability of the corresponding derivatives as compared to either CH3O- or CF3-substituted counterparts, except for N-alkoxy(sulfon)amide series.
