66476-44-6Relevant academic research and scientific papers
Palladium-Catalyzed Trifluoromethylthiolation of Chelation-Assisted C–H Bonds
Kesavan, Arunachalam,Chaitanya, Manthena,Anbarasan, Pazhamalai
, 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
-
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.
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
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.
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.
