80783-57-9

Upstream product

• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 1413732-47-4 (2,2'-bipyride-kN₁,kN₁')(1,1,1-trifluoromethanethiolato-kS)-copper 
• 123324-71-0 p-tert-butylphenylboronic acid 
• 719-98-2 N-((trifluoromethyl)thio)isoindoline-1,3-dione 
• 2314-97-8 iodotrifluoromethane 
• 2396-68-1 4-t-butylbenzenethiol 
• 2926-29-6 Langlois reagent 
• 31197-50-9 S-(4-(tert-butyl)phenyl) 4-(tert-butyl)benzenesulfonothioate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 52436-75-6 (4-tert-butylphenyl)diazonium tetrafluoroborate 
• 905966-37-2 2-(4-(tert-butyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 1640084-14-5 (((2-phenylpropan-2-yl)oxy)(trifluoromethyl)sulfane) 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 769-92-6 4-tert-Butylaniline 

Downstream Products

• 1426923-08-1 1-tert-butyl-4-(trifluoromethylsulfonyl)benzene 

Relevant academic research and scientific papers

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.

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.

Electrochemical Trifluoromethylation of Thiophenols with Sodium Trifluoromethanesulfinate

We developed an electrochemical trifluoromethylation of thiophenols without the use of metal catalysts and oxidants. This reaction features mild reaction conditions, readily available substrate, as well as moderate to good yields. In addition, this protocol can be easily scaled up with moderate efficiency.

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.

Trifluoromethyl Sulfoxides: Reagents for Metal-Free C?H Trifluoromethylthiolation

Trifluoromethyl sulfoxides are a new class of trifluoromethylthiolating reagent. The sulfoxides engage in metal-free C?H trifluoromethylthiolation with a range of (hetero)arenes. The method is also applicable to the functionalization of important compound classes, such as ligand derivatives and polyaromatics, and in the late-stage trifluoromethylthiolation of medicines and agrochemicals. The isolation and characterization of a sulfonium salt intermediate supports an interrupted Pummerer reaction mechanism.

Perfluoroalkylation of Thiosulfonates: Synthesis of Perfluoroalkyl Sulfides

A practical synthesis of perfluoroalkyl sulfides is described. The method employs stable and readily accessible thiosulfonates as new electrophiles with commercial nucleophilic perfluoroalkylating reagents. The mild reaction conditions allow access to a wide variety of both aryl- and alkyl-substituted perfluoroalkyl sulfides amenable to pharmaceutical development. Furthermore, the reaction operation is straightforward, odorless, does not produce toxic wastes, and, therefore should appeal to practitioners in industrial-scale productions.

A process for converting substituted phenyl diazonium salts into [(trifluoromethyl)thio]benzene

The invention discloses a synthetic method of [(trifluoromethyl)thio]benzene compounds, particularly a method for converting substituted phenyl diazonium salts into [(trifluoromethyl)thio]benzene. Themethod comprises the following steps: under white light

Transition-Metal-Free ipso-Trifluoromethylthiolation of Lithium Aryl Boronates

A transition-metal-free direct trifluoromethylthiolation of the ipso-carbon of lithium aryl boronates with trifluoromethanesulfenate under mild conditions was described. In addition, late-stage site-selective C-H borylation/trifluoromethylation and C-Cl b

Visible-Light-Photosensitized Aryl and Alkyl Decarboxylative Functionalization Reactions

Despite significant progress in aliphatic decarboxylation, an efficient and general protocol for radical aromatic decarboxylation has lagged far behind. Herein, we describe a general strategy for rapid access to both aryl and alkyl radicals by photosensitized decarboxylation of the corresponding carboxylic acids esters followed by their successive use in divergent carbon–heteroatom and carbon–carbon bond-forming reactions. Identification of a suitable activator for carboxylic acids is the key to bypass a competing single-electron-transfer mechanism and “switch on” an energy-transfer-mediated homolysis of unsymmetrical σ-bonds for a concerted fragmentation/decarboxylation process.

Copper(I)-promoted trifluoromethylthiolation of arenediazonium salts with AgSCF3

An efficient method for trifluoromethylthiolation of arenediazonium salts has been developed in mild conditions with a stable and convenient AgSCF3. It provides a straightforward and convenient way for the synthesis of trifluoromethylthiolated compound from diazonium salts in moderate to good yields.