66476-29-7

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• 421-17-0 Trifluoromethylsulfenyl chloride 
• 151-10-0 1,3-Dimethoxybenzene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 2926-29-6 Langlois reagent 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 2923-16-2 potassium trifluoroacetate 
• 66476-44-6 N-methyl-N-phenyl-S-(trifluoromethyl)thiohydroxylamine 
• 1045821-71-3 N-[(trifluoromethyl)sulfanyl]aniline 

Relevant academic research and scientific papers

Friedel-Crafts trifluoromethylthiolation of electron-rich (hetero)arenes with trifluoromethylthio-saccharin in 2,2,2-trifluoroethanol (TFE)

A promoter-free Friedel-Crafts trifluoromethylthiolation of electron-rich arenes and heteroarenes with N-trifluoromethylthiosaccharin 5 using 2,2,2-trifluoroethanol (TFE) as the solvent was described. The reactions were conducted at 40 °C and a variety of

Direct Phosphorus-Induced Fluoroalkylthiolation with Fluoroalkylsulfonyl Chlorides

A simple and practical method of fluoroalkylthiolation using fluoroalkylsulfonyl chlorides (RfSO2Cl, Rf=CF3, C4F9, C8F17, CF2H and CH2CF3/s

Transition-Metal-Free Synthesis of Aryl Trifluoromethyl Thioethers through Indirect Trifluoromethylthiolation of Sodium Arylsulfinate with TMSCF3

Herein, we report an indirect trifluoromethylthiolation of sodium arylsulfinates. This transition-metal-free reaction significantly provides an environmentally friendly and practical synthetic method for aryl trifluoromethyl thioethers using commercial Ruppert-Prakash reagent TMSCF3. This approach is also a potential alternative to the current industrial production method owing to facile substrates, excellent functional group compatibility, and operational simplicity.

Synthetic method of aryltrifluoromethyl sulfide

The invention provides a synthesis method of an aryltrifluoromethyl sulfide compound, which comprises the following steps: mixing aryl halide, silver trifluoromethane mercaptide, a copper salt catalyst, a nitrogen-containing organic ligand and an organic solvent, and stirring at 20-120 DEG C to react for 1-60 hours, so that after the reaction is finished, the aryl trifluoromethyl thioether compound is generated. The method has the advantages of cheap and easily available raw materials, mild reaction conditions, good substrate universality, high yield, suitability for industrial application and the like.

Electrophilic Hypervalent Trifluoromethylthio-Iodine(III) Reagent

Herein we report the design and synthesis of hypervalent trifluoromethylthio-iodine(III) reagent 1 and the elucidation of its structure by NMR spectroscopy and X-ray crystallography. The trifluoromethylthiolation reactions of 1 with various nucleophiles were explored, and this compound was found to be a versatile electrophilic reagent for the transfer of a trifluoromethylthio group (-SCF3). The hydrogen-bonding mode responsible for the activation of 1 by the solvent 1,1,1,3,3,3-hexafluoro-2-propanol was investigated both experimentally and computationally.

For the production of sulfur [...] hydrocarbon or heteroaromatic hydrocarbon compound and its preparation method (by machine translation)

The invention discloses a trifluoro-methylthio arene or azacalixarene compound and a preparation method thereof. The preparation method of the trifluoro-methylthio arene or azacalixarene compound comprises the following steps: in an organic solvent, carrying out substitution reaction on a compound shown in a formula I and nitrogen-trifluoro-methylthio saccharin shown in a formula II in presence of a catalyst, so that a compound shown in a formula III is obtained. The preparation method of the trifluoro-methylthio arene or azacalixarene compound has the advantages that reaction materials can be easily controlled to be in single substitution, toxicity is low, and environmental protection is realized; meanwhile, application range of substrate is wide, equipment requirement is low, and operation is simple. The general formula (I), the general formula (II) and the formula (III) are described in the specification.

Metal-Free Difluoromethylthiolation, Trifluoromethylthiolation, and Perfluoroalkylthiolation with Sodium Difluoromethane- sulfinate, Sodium Trifluoromethanesulfinate or Sodium Perfluoro- alkanesulfinate

A method for direct difluoromethylthiolation of Ar?H bonds is introduced. The stable and easy-to-handle HCF2SO2Na is reduced with (EtO)2P(O)H in the presence of TMSCl to generate HCF2S+ for the regioselective difluoromethylthiolation of aromatic compounds including indoles, pyrroles, and activated benzenes. This method is also applicable for the trifluoromethylthiolation with CF3SO2Na and the perfluoroalkylthiolation with RfSO2Na of arenes and heteroarenes. Reaction mechanisms associated with the metal-free electrophilic fluoroalkylthiolation reactions are also discussed. (Figure presented.).

Preparation of Electrophilic Trifluromethylthio Reagents from Nucleophilic Tetramethylammonium Trifluoromethylthiolate

A straightforward synthetic entry to the principal classes of electrophilic trifluoromethylthiolating agents is presented. It draws on inexpensive, shelf-stable tetramethylammonium trifluoromethylthiolate (Me4N–SCF3) as the SCF3source in the place of stoichiometric coinage metal-SCF3complexes. (Figure presented.).

Iron-Catalyzed Decarboxylation of Trifluoroacetate and Its Application to the Synthesis of Trifluoromethyl Thioethers

Nucleophilic CF3 has been generated by decarboxylation of potassium trifluoroacetate, arguably the most easy-to-handle, inexpensive, and sustainable source of trifluoromethyl groups. Simple iron(II) chloride catalyzes the decarboxylation as well as a subsequent trifluoromethylation of organothiocyanates, resulting in a straightforward synthesis of trifluoromethyl thioethers. The KCN byproduct is absorbed by iron(II) with formation of nontoxic potassium hexacyanoferrate. An analogous trifluoromethylation of aldehydes with trifluoroacetate underlines the synthetic potential of such iron-catalyzed decarboxylative trifluoromethylations.

Synthesis of Aryl Tri- and Difluoromethyl Thioethers via a C H-Thiocyanation/Fluoroalkylation Cascade

An AlCl3-catalyzed C H thiocyanation was discovered and combined with a Langlois-type trifluoromethylation to afford aryl trifluoromethyl thioethers directly from arenes, N-thiocyanatosuccinimide (NTS) and Ruppert-Prakash reagent. An analogous combination with a copper-mediated difluoromethylation gives access to aryl difluoromethyl thioethers. Both processes proceed with exceptional regioselectivity for the most electron-rich, sterically least hindered position of the arene. The sulfur and fluoroalkyl groups originate from different sources, so that the use of expensive, preformed fluoroalkylthiolation reagents is avoided. Perfectly formed: An AlCl3-catalyzed C H thiocyanation was combined with a Langlois-type trifluoromethylation to afford aryl trifluoromethyl thioethers directly from arenes, N-thiocyanatosuccinimide, and TMS-CF3 (see scheme). An analogous combination of the thiocyanation with a copper-mediated difluoromethylation gives access to aryl difluoromethyl thioethers. The sulfur and fluoroalkyl groups originate from different sources, so that preformed fluoroalkylthiolation reagents are avoided.