52843-77-3

Usage

Uses

Used in Pharmaceutical Industry:
[(trifluoromethyl)sulfonyl]ethynylbenzene is used as a key intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with specific therapeutic properties, contributing to the advancement of medical treatments.
Used in Agrochemical Industry:
In the agrochemical sector, [(trifluoromethyl)sulfonyl]ethynylbenzene serves as a building block for the creation of novel agrochemicals. Its incorporation into these products can lead to enhanced pest control and crop protection, ultimately benefiting agricultural productivity.
Used in Specialty Chemicals and Materials Production:
[(trifluoromethyl)sulfonyl]ethynylbenzene is also utilized as a component in the production of specialty chemicals and materials. Its distinctive chemical properties make it a valuable addition to the synthesis of advanced materials with specific applications in fields such as electronics, coatings, and adhesives.
Used in Chemistry Research:
Due to its unique chemical structure, [(trifluoromethyl)sulfonyl]ethynylbenzene may be employed in research settings to explore new reaction pathways, study its reactivity, and understand its potential applications in various chemical processes. This can lead to the discovery of new synthetic methods and the development of innovative chemical compounds.

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 536-74-3 phenylacetylene 
• 4440-01-1 lithium phenylacetylide 
• 52208-94-3 1-butyl trifluormethyl sulfone 
• 79069-32-2 phenyl(phenylethynyl)iodonium tosylate 
• 2926-29-6 Langlois reagent 
• 1402548-38-2 phenyl(phenylethynyl)iodonium 2,2,2-trifluoroacetate 
• 6738-06-3 phenylethynylmagnesium bromide 

Downstream Products

• 81227-07-8 2-triflyl-1-ethoxy-1-phenylethene 
• 121290-10-6 (E)-4-Dimethylamino-4-phenyl-3-trifluoromethanesulfonyl-but-3-en-2-one 
• 121290-02-6 (E)-3-Diisopropylamino-3-phenyl-2-trifluoromethanesulfonyl-propenal 
• 52843-86-4 3-triflyl-2-phenylbicyclo<2.2.1>hepta-2,5-diene 
• 121290-14-0 (E)-1-Phenyl-2-trifluormethylsulfonyl-2-dimethylsulfonium-ethenolat 
• 121290-01-5 3-Dimethylamino-2-(trifluormethylsulfonyl)zimtaldehyd 
• 120749-62-4 2-(2-phenylethylnyl)-tetrahydrofuran 
• 84203-69-0 2-(phenylethynyl)tetrahydrothiophene 
• 27975-64-0 (3-ethoxybut-1-yn-1-yl)benzene 
• 21777-87-7 2-cyclopentylethynyl benzene 
• 33414-83-4 1-(2-cyclohexylethynyl)benzene 
• 82032-17-5 3-(phenylethynyl)cyclohept-1-ene 
• 74203-39-7 (3r,5r,7r)-1-(phenylethynyl)adamantane 

Relevant academic research and scientific papers

On Reactions of 5-Imino-N,4-diaryl-4,5-dihydro-1,2,4-thiadiazol-3-amines with Phenylethynyl Sulfones

Abstract: N-Arylthioureas were reacted with hydrogen peroxide to synthesize 5-imino-N,4-diaryl-4,5-dihydro-1,2,4-thiadiazol-3-amines (Ar = Ph, p-Tol, 4-BrC6H4). The products undewent 1,3-dipolar cycloaddition to (R-ethynyl)sulfonyl b

Copper-Catalyzed Alkynylation of C(sp3)?H Bonds in N-Fluoro-sulfonamides

Herein, we developed a copper-catalyzed approach for the remote C(sp3)?H alkynylation of N-fluoro-sulfonamides. With Cu(OTf)2 as the catalyst, the carbon radical which generated from nitrogen radical-mediated 1,5-hydrogen atom transf

Method for preparing perfluoroalkyl sulfonyl alkyne without metal or additive

The invention discloses a method for preparing perfluoroalkyl sulfonyl alkyne without metal or additive. The method comprises the steps that alkynyl aryl trivalent iodized salt and sodium perfluoroalkane sulfinate are mixed, reacting is conducted at minus 80 DEG C to minus 60 DEG C for 5 min to 24 h, separation and purification are conducted, and perfluoroalkyl sulfonyl alkyne is obtained. Sodium perfluoroalkane sulfinate can be prepared through sulfinatodehalogenation from perfluoroalky iodide very conveniently. The method is low in cost, diverse in type, rich in raw material source, mild in reaction condition, easy to implement and capable of being implemented in water and organic mixed solvent. The method for conducting perfluoroalkyl sulfonylation on alkynyl aryl trivalent iodized salt directly through sodium perfluoroalkane sulfinate without metal or any additive has good universality. According to the method, the raw materials are easy to obtain, the reaction condition is mild, the selectivity is good, the yield is high, the requirement on instruments and equipment is low, the technological operation is easy, and the method is expected to be used for synthesizing multiple trifluoromethoxy-containing pesticides, medicines, drug intermediates and novel materials on a large scale.

A novel sulfonamide non-classical carbenoid: A mechanistic study for the synthesis of enediynes

Alkynyl sulfonamides undergo sequential 1,4- then 1,2-addition/rearrangement with lithium acetylides to yield enediynes in the absence of any promoters or catalysts. Mechanistic investigations suggest that the reaction proceeds via 1,4-conjugate addition of the nucleophile to the unsaturated system to give a key alkenyl lithium species which is stabilised by an intramolecular coordination effect by a sulfonamide oxygen atom. This species can be considered a vinylidene carbenoid given the carbon atom bears both an anion (as a vinyllithium) and a leaving group (the sulfonamide). The intramolecular coordination effect serves to stabilise the vinyllithium but activates the sulfonamide motif towards nucleophilic attack by a second mole of acetylide. The resulting species can then undergo rearrangement to yield the enediyne framework in a single operation with concomitant loss of aminosulfinate.

Radical Alkynyltrifluoromethylation of Alkenes Initiated by an Electron Donor-Acceptor Complex

Radical alkynyltrifluoromethylation of alkenes with actylenic triflones has been achieved. This radical chain reaction is initiated by a catalytic amount of an electron-donor-acceptor complex composed of Togni’s reagent and N-methylmorpholine. This transf

Perfluoroalkanesulfonylation of Alkynyl(phenyl)iodonium Tosylates by the Weakly Nucleophilic Sodium Perfluoroalkanesulfinates

An additive- and transition metal-free perfluoroalkanesulfonylation of alkynyl(phenyl)iodonium tosylates with sodium perfluoroalkanesulfinates (RfnSO2Na) is described. The poorly nucleophilic RfnSO2Na reacted with alkynyl(phenyl)iodonium salts in dichloromethane at room temperature under a nitrogen atmosphere for 5–60 minutes to afford a variety of acetylenic triflones and alkynyl perfluoroalkyl sulfones in good to quantitative yields. The position of substituents on the phenyl rings of the arylethynyl moiety in the iodonium salts had a big influence on the reaction. The formation of five-membered cyclic vinyl sulfones suggested that the reaction proceeds via an alkylidene carbene intermediate. Furthermore, successful scaling-up of the reaction demonstrates the practicality of the new method. Advantages of the method include short reaction times, mild conditions, and the easy access to perfluoroalkanesulfonylation reagents (RfnSO2Na). (Figure presented.).

Copper-Catalyzed Trifluoromethylalkynylation of Isocyanides

The title reaction proceeds with acetylenic triflones and isocyanides under mild conditions using copper as a catalyst. This transformation provides an efficient access to (E)-N-alkyl trifluoromethyl alkynyl ketoimines, which are useful building blocks for the synthesis of CF3-containing N-heterocycles, propargylamines, etc.

Stereo-and regiospecific syntheses of α- and β-substituted vinyl and dienyl triflones via the stille reaction

Acetylenic anions undergo efficient sulfonylation with trifluoromethanesulfonic anhydride to provide acetylenic triflones. These materials are stereospecifically converted to (Z)-β-iodovinyl triflones in one step via the addition of hydrogen iodide. Access to (Z)-α-iodovinyl trifloaes is also possible via a two-step process involving tributyltin hydride addition to the acetylenic triflones to generate (Z)-α-(tributylstannyl)vmyl triflones followed by an iododestannylation reaction. Both classes of iodovinyl triflones smoothly undergo palladium (O)-mediated Stille reactions with vinyl, aryl, heteroaryl, and acetylenic stannaries to stereospecifically provide trisubstituted vinyl and dienyl triflones.

Synthesis of 2-Aryl-3-trifluoromethylsulfonylpyrroles

A general method for the preparation of 2-aryl-3-trifluoromethylsulfonylpyrroles 2 has been developed.Procedures for the construction of the key enamine intermediates 9 and their cyclizations to pyrroles are reported.

An Expedient Synthesis of Alkynyl Trifluoromethyl Sulfones

The hiterto difficultly attainable trifluoromethyl sulfones 7 were prepared by the reaction of alkynyl sodium salts 6 with trifluoromethanesulfonic anhydride (1) in modest to good yields.The reactivity of 7 with different nucleophiles was studied.