66476-44-6Relevant academic research and scientific papers
Palladium-Catalyzed Trifluoromethylthiolation of Chelation-Assisted C–H Bonds
Kesavan, Arunachalam,Chaitanya, Manthena,Anbarasan, Pazhamalai
supporting information, p. 3276 - 3279 (2018/07/13)
An efficient palladium-catalyzed trifluoromethylthiolation of chelation-assisted C–H bonds has been accomplished by employing a readily accessible trifluoromethylthiolating reagent. The reaction tolerates various directing groups and functional groups and allows the access to diverse trifluoromethylthiolated arenes in good yield. A plausible mechanism was proposed based on preliminary mechanistic investigations.
For the production of sulfur-hydrogen reagent, synthetic method and its application
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Paragraph 0106-0108, (2017/09/26)
The invention discloses a trifluoromethylthio reagent as well as a synthetic method and application thereof and provides a compound I and a preparation method of the compound I. The preparation method comprises the step: reacting a compound 1a with trifluoromethylthio silver, so as to obtain the compound 1, wherein the reaction is as shown in the specification. The invention further provides application of the compound 1 as the trifluoromethylthio reagent. The compound 1 can react with amine compounds, thiol or phenolic compounds to generate the compound containing trifluoromethylthio. The trifluoromethylthio reagent 1 has the beneficial effects of high efficiency, conversion rate and yield, mild reaction conditions, low production cost and wide applicable range and is applicable to industrial production.
Multigram Scale Syntheses of First and Second Generation of Trifluoromethanesulfenamide Reagents
Glenadel, Quentin,Alazet, Sébastien,Baert, Fran?ois,Billard, Thierry
, p. 960 - 964 (2016/06/13)
Trifluoromethanesulfenamide reagents constitute a family of very efficient reagents to trifluoromethylthiolate various molecules. Optimized syntheses have been developed to easily obtain, in a reproducible manner, large quantities of these reagents, with good overall yields. Up to 84 g have already been obtained, at a reasonable cost.
2-Diazo-1-phenyl-2-((trifluoromethyl)sulfonyl)ethan-1-one: Another Utility for Electrophilic Trifluoromethylthiolation Reactions
Huang, Zhongyan,Okuyama, Kenta,Wang, Chen,Tokunaga, Etsuko,Li, Xiaorui,Shibata, Norio
, p. 188 - 191 (2016/07/11)
2-Diazo-1-phenyl-2-((trifluoromethyl)sulfonyl)ethan-1-one (diazo-triflone) (2) is not only a building block but also a reagent. In this study, diazo-triflone, which was originally used for the synthesis of β-lactam triflones as a trifluoromethanesulfonyl
N-Trifluoromethylthio-dibenzenesulfonimide: A Shelf-Stable, Broadly Applicable Electrophilic Trifluoromethylthiolating Reagent
Zhang, Panpan,Li, Man,Xue, Xiao-Song,Xu, Chunfa,Zhao, Qunchao,Liu, Yafei,Wang, Haoyang,Guo, Yinlong,Lu, Long,Shen, Qilong
, p. 7486 - 7509 (2016/09/09)
The super electrophilicity of a shelf-stable, easily prepared trifluoromethylthiolating reagent N-trifluoromethylthio-dibenzenesulfonimide 7 was demonstrated. Consistent with the theoretical prediction, 7 exhibits reactivity remarkably higher than that of other known electrophilic trifluoromethylthiolating reagents. In the absence of any additive, 7 reacted with a wide range of electron-rich arenes and activated heteroarenes under mild conditions. Likewise, reactions of 7 with styrene derivatives can be fine-tuned by simply changing the reaction solvents to generate trifluoromethylthiolated styrenes or oxo-trifluoromethylthio or amino-trifluoromethylthio difunctionalized compounds in high yields.
Selective and scalable synthesis of trifluoromethanesulfenamides and fluorinated unsymmetrical disulfides using a shelf-stable electrophilic SCF3 reagent
Pluta, Roman,Rueping, Magnus
supporting information, p. 17315 - 17318 (2015/02/19)
The chemoselective trifluoromethylthiolation of nitrogen nucleophiles and thiols using N-(trifluorome-thylthio)phthalimide under mild, metal-free conditions is described. A series of trifluoromethanesulfenamides and unsymmetrical disulfides is prepared from the corresponding aliphatic and aromatic amines and thiols in good yields. The reactions are operationally simple and tolerate a wide variety of functional groups. Trifluoromethanesulfenamides and disulfides belong to interesting classes of organic molecules which possess remarkable properties for medicinal and agrochemical applications.
N-trifluoromethylthiosaccharin: An easily accessible, shelf-stable, broadly applicable trifluoromethylthiolating reagent
Xu, Chunfa,Ma, Bingqing,Shen, Qilong
supporting information, p. 9316 - 9320,5 (2014/10/15)
A new, electrophilic trifluoromethylthiolating reagent, N-trifluoromethylthiosaccharin, was developed and can be synthesized in two steps from saccharin within 30minutes. N-trifluoromethylthiosaccharin is a powerful trifluoromethylthiolating reagent and allows the trifluoromethylthiolation of a variety of nucleophiles such as alcohols, amines, thiols, electron-rich arenes, aldehydes, ketones, acyclic β-ketoesters, and alkynes under mild reaction conditions. 'Sacch'ed out: A new, electrophilic trifluoromethylthiolating reagent, N-trifluoromethylthiosaccharin (1) can be synthesized in two steps from saccharin within 30minutes. The reagent 1 allows the trifluoromethylthiolation of a variety of nucleophiles such as alcohols, amines, thiols, electron-rich arenes, aldehydes, ketones, acyclic β-ketoesters, and alkynes under mild reaction conditions.
