177551-63-2

Upstream product

• 92-52-4 biphenyl 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 41804-89-1 potassium triflinate 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 1591-31-7 4-iodo-biphenyl 
• 5122-94-1 4-biphenylboronic acid 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 1413732-47-4 (2,2'-bipyride-kN₁,kN₁')(1,1,1-trifluoromethanethiolato-kS)-copper 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 719-98-2 N-((trifluoromethyl)thio)isoindoline-1,3-dione 
• 1586794-93-5 ((2-(2',6'-dichloro-4-iodo-3',4',5'-trimethoxy-[1,1'-biphenyl]-3-yl)propan-2-yl)oxy)(trifluoromethyl)sulfane 
• 1584705-82-7 (((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane) 
• 2314-97-8 iodotrifluoromethane 
• 19813-90-2 4-biphenylthiol 

Downstream Products

• 75070-85-8 rhodium hydrido (PEt₃)3 complex 

Relevant academic research and scientific papers

Oxidative trifluoromethylthiolations of aryl boronic acids using a copper/O2-based protocol

All you need is air: A new protocol has been developed which can mediate the coupling of aryl and vinyl boronic acids at room temperature in high yields (see scheme, dtbpy=4,4'-di-tert-butyl-2,2'-bipyridine). The reactions take place using simple copper(II) salts under aerobic conditions and do not require the use of expensive silver oxidants.

Deoxygenative trifluoromethylthiolation of carboxylic acids

Here we describe a deoxygenative trifluoromethylthiolation method that yields trifluoromethyl thioesters from readily available carboxylic acids. The method is built upon an "umpolung" strategy where triphenylphosphine is used to first activate an electro

Gold (I/III)-Catalyzed Trifluoromethylthiolation and Trifluoromethylselenolation of Organohalides

The first C?SCF3/SeCF3 cross-coupling reactions using gold redox catalysis [(MeDalphos)AuCl], AgSCF3 or Me4NSeCF3, and organohalides as substrates are reported. The new methodology enables a one-stop shop synthesis of aryl/alkenyl/alkynyl trifluoromethylthio- and selenoethers with a broad substrate scope (>60 examples with up to 97 % isolated yield). The method is scalable, and its robustness is evidenced by the late-stage functionalization of various bioactive molecules, which makes this reaction an attractive alternative in the synthesis of trifluoromethylthio- and selenoethers for pharmaceutical and agrochemical research and development.

S-(Trifluoromethyl)Benzothioate (TFBT): A KF-Based Reagent for Nucleophilic Trifluoromethylthiolation

S-(Trifluoromethyl)benzothioate (TFBT) has been developed as an inexpensive, bench-stable, and user-friendly trifluoromethylthiolation reagent, which can be easily synthesized by using KF as the only fluorine source. By using TFBT, trifluoromethylthiolates with various counterions can be readily obtained. The synthetic application of TFBT was demonstrated by trifluoromethylthiolation-halogenation of arynes, bis(trifluoromethylthiolation)–halogenation of 1,2-benzdiynes, nucleophilic substitution of alkyl halides, deoxytrifluoromethylthiolation of alcohols, and cross-coupling with aryl and vinyl boronic acids.

Metal-Free Direct Trifluoromethylthiolation of Aromatic Compounds Using Triptycenyl Sulfide Catalyst

Herein we report an efficient synthetic method for the electrophilic trifluoromethylthiolation of aromatic compounds. The key is to use triptycenyl sulfide (Trip-SMe) and TfOH to enhance the electrophilicity of SCF3 fragment through the formation of sulfonium intermediates. This method enables direct installation of an SCF3 group onto unactivated aromatics at room temperature, adopting a commercially available saccharin-based reagent. Preliminary DFT calculation was carried out to investigate the substitution effect on the catalytic activity.

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.

Preparation method of trifluoromethyl aryl thioether

The invention discloses a preparation method of trifluoromethyl aryl thioether, and belongs to the field of chemicals for daily use in chemical industry. Aryl sulfinate and trifluoromethyl trimethyl silane are used as substrates, no transition metal catalyst is needed, and trifluoromethyl aryl thioether is obtained through reaction under the action of an additive, an oxidizing agent and alkali. The reaction can be carried out in a room-temperature environment, the reaction is green, simple and convenient, the reaction yield is as high as 55%, and a new approach of a trifluoromethylthiolation indirect method is provided in the field of fluorine chemistry; the obtained product has wide application in the fields of medicines, pesticides and materials.

Metal-Free Trifluoromethylthiolation of Arylazo Sulfones

A visible-light-driven protocol for the synthesis of aryl trifluoromethyl thioethers under photocatalyst- and metal-free conditions has been pursued. The procedure exploits the peculiar properties of arylazo sulfones (having electron-rich or electron-poor substituents on the (hetero)aromatic ring) as photochemical precursors of aryl radicals and S-trifluoromethyl arylsulfonothioates as easy-to-handle trifluoromethylthiolating agents.

Method for synthesizing trifluoromethylthio compound by using trifluoromethyl sulfinyl chloride

The invention discloses a method for synthesizing a trifluoromethylthio compound by using trifluoromethyl sulfinyl chloride. The method comprises the following steps: taking alkyne/aromatic compoundsand the trifluoromethyl sulfinyl chloride as raw materials, taking N, N-dimethylformamide as a solvent, fully reacting at 90 +/-5 DEG C, cooling to room temperature after the reaction is finished, extracting, carrying out reduced pressure distillation, and carrying out column chromatography separation and purification on a reaction mixture so as to obtain the trifluoromethylthio compound. The method is simple and safe in process, high in reaction conversion rate, economical and practical in used raw materials, less in three wastes, environment-friendly, free of catalysts and reducing agents and low in cost.

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.