371-02-8Relevant academic research and scientific papers
Tautomeric equilibrium in trifluoroacetaldehyde arylhydrazones
Wojciechowska, Agata,Jasiński, Marcin,Kaszyński, Piotr
, p. 2349 - 2356 (2015)
Abstract A series of p-substituted phenylhydrazones of trifluoroacetaldehyde (1) was synthesized and the azo-hydrazo (1-2) tautomeric equilibrium was investigated experimentally using correlation analysis and computationally with DFT methods. Investigation revealed strong impact of the substituent and solvent polarity on the tautomeric ratio (1/2). Calculations also revealed that acidity of the azo tautomers is similar to that of malonate esters.
Novel trifluoromethylated spiro-1,3,4-thiadiazoles via [3+2]-cycloadditions of 2,3-diphenylcyclopropenethione with selected in situ-generated nitrile imines derived from trifluoroacetonitrile
Utecht-Jarzyńska, Greta,Jasiński, Marcin,?wia?tek, Kamil,Mlostoń, Grzegorz,Heimgartner, Heinz
, p. 251 - 262 (2020/02/03)
The in situ-generated N-aryl nitrile imines derived from trifluoroacetonitrile react efficiently with 2,3-diphenylcyclopropenethione to give spirocyclic 1,3,4-thiadiazole derivatives as products of a regio- and chemoselective [3+2]-cycloaddition in good t
Trapping of trifluoroacetonitrile imines with mercaptoacetaldehyde and mercaptocarboxylic acids: An access to fluorinated 1,3,4-thiadiazine derivatives via (3+3)-annulation
Utecht-Jarzyńska, Greta,Michalak, Aleksandra,Bana?, Justyna,Mlostoń, Grzegorz,Jasiński, Marcin
, p. 8 - 14 (2019/04/25)
The in situ generated highly electrophilic nitrile imines derived from trifluoroacetonitrile are efficiently trapped by monomeric mercaptoacetaldehyde at room temperature in THF solution. The initially formed 1:1 adducts undergo spontaneous cyclization le
Mannich reaction of trifluoroacetaldehyde hydrazones: A useful entry to trifluoromethyl substituted heterocycles
Jia, Shuanglong,El Kaim, Laurent
supporting information, p. 1457 - 1460 (2018/03/08)
NH-aryl hydrazones derived from trifluoroacetaldehyde hemiacetal may be involved in efficient Mannich type reactions with formaldehydes and aromatic aldehydes. The resulting hydrazones are useful building blocks for the preparation of trifluoromethyl substituted heterocycles as shown by a straightforward preparation of 1,2-diazine derivatives under heating with β-ketoesters.
