38562-38-8Relevant academic research and scientific papers
Highly fluorinated 2,3-dihydro-1,3,4-thiadiazole derivatives via [3+2]-cycloadditions of tertiary thioamides with nitrile imines derived from trifluoroacetonitrile
Utecht-Jarzyńska, Greta,Mykhaylychenko, Sergiy S.,Rusanov, Eduard B.,Shermolovich, Yuriy G.,Jasiński, Marcin,Mlostoń, Grzegorz
, (2021)
Fluorine-rich 1,3,4-thiadiazole derivatives were prepared by 1,3-dipolar cycloaddition of the in situ generated N-aryl-trifluoroacetonitrile imines with tertiary polyfluoroalkanethioamides (N,N-dialkyl thioamides). Reactions were performed under mild cond
A straightforward access to 3-trifluoromethyl-1H-indazoles via (3+2)-cycloaddition of arynes with nitrile imines derived from trifluoroacetonitrile
Kowalczyk, Anna,Utecht-Jarzyńska, Greta,Mlostoń, Grzegorz,Jasiński, Marcin
, (2021)
In situ generated arynes react with nitrile imines derived from trifluoroacetonitrile at 0 °C in THF solutions yielding 3-trifluoromethyl-1H-indazole derivatives as the only intermolecular products. The reaction corresponds the expected (3 + 2)-cycloaddit
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
Synthesis and Reaction of 5-Amino-3-trifluoromethylisoxazole and -pyrazole-4-carboxylic Acids
Tanaka, Kiyoshi,Suzuki, Takashi,Maeno, Seiji,Mitsuhashi, Keiryo
, p. 1535 - 1538 (2007/10/02)
5-Amino-3-trifluoromethylisoxazole- and -pyrazole-4-carboxylic acids were prepared by the reactions of trifluoroacetonitrile oxide or -imines with cyanoacetic acid derivatives, respectively.The behavior of thus obtained aminoazole-4-carboxylic acids towar
Cycloadditions of N-Aryl-C-(Trifluoromethyl)nitrilimines with Dimethyl Fumarate and Maleate
Tanaka, Kiyoshi,Maeno, Seiji,Mitsuhashi, Keiryo
, p. 565 - 568 (2007/10/02)
The cycloadditions of N-aryl-C-(trifluoromethyl)nitrilimines 1, generated in situ from various precursors, with dimethyl fumarate and maleate are described.N-Aryltrifluoroacetohydrazonoyl bromides 2 reacted with fumarate in the presence of triethylamine to give the trans-4,5-dimethoxycarbonylpyrazolines 4 whereas the reactions with maleate afforded the 4,5-dimethoxycarbonylpyrazoles 5 as well as 4.In the reactions with the chloride 6 under the more drastic conditions, both fumarate and maleate gave the pyrazole 5a.From thermolysis of the oxadiazaphosphole 8, thetrans-pyrazoline 4a was formed in both cases of fumarate and maleate.The preparation of the cis-pyrazoline 9 was attempted from 8 and maleic anhydride but 9 was found to be so unstable as to be epimerized under the mild conditions.
