39566-19-3Relevant academic research and scientific papers
An efficient and practical approach to trifluoromethylthiolation of α-haloketones/α-haloarylmethanes
Jiang, Min,Zhu, Fangxia,Xiang, Haoyue,Xu, Xing,Deng, Lianfu,Yang, Chunhao
, p. 6935 - 6939 (2015)
An efficient and practical approach to trifluoromethylthiolation of α-haloketones/α-haloarylmethanes was developed. The transformation employs only AgSCF3 and KI in situ generated active nucleophilic trifluoromethylthio species and cleanly occurs in up to quantitative yield at room temperature, thereby providing an unprecedentedly easy entry to various α-SCF3-substituted ketones/arylmethanes.
Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures
Delost, Michael D.,Njardarson, Jon T.
supporting information, p. 6121 - 6125 (2021/08/16)
We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.
Preparation method of alpha-trifluoromethylthio substituted acetophenone compound
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Paragraph 0065; 0067; 0068; 0069, (2018/10/19)
The invention discloses a preparation method of an alpha-trifluoromethylthio substituted acetophenone compound. The preparation method comprises the following steps: by taking aryl ketone as a substrate, sodium trifluoromethanesulfinate as a trifluoromethylthio reagent, triphosgene as an additive, pyridine as a catalyst and dichloroethane as a solvent, in the nitrogen protection mode, stirring for12 hours at the temperature of 60 DEG C, performing a TLC tracking reaction, and conducting column chromatography isolation after sufficiently completing the reaction, thereby obtaining the alpha-trifluoromethylthio substituted acetophenone compound. According to the preparation method, the triphosgene is used as the reaction additive, so that using an expensive trifluoromethylthio reagent is avoided, but so far, a method for introducing trifluomethylthio has not been reported, the preparation method is simple and convenient, is low in cost, and is high in yield, a product is directly obtained, without any transition metal catalysis, and therefore, the preparation method is extremely high in practical popularization value.
