40474-01-9

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 705-31-7 4-trifluoromethylphenylacetylene 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 84384-30-5 4-(4-methoxyphenyl)-2-methyl-3-butyn-2-ol 
• 455-14-1 4-trifluoromethylphenylamine 
• 132312-99-3 1-methoxy-4-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]benzene 
• 6185-76-8 (4-methoxyphenyl)(4-(trifluoromethyl)phenyl)methanone 
• 696-62-8 para-iodoanisole 
• 455-13-0 4-Iodobenzotrifluoride 
• 1066-54-2 trimethylsilylacetylene 
• 768-60-5 4-methoxyphenylacetylen 
• 40230-95-3 1-(4-trifluoromethylphenyl)-2-trimethylsilylethyne 
• 60512-57-4 1-(2,2-dibromovinyl)-4-methoxybenzene 
• 128796-39-4 4-trifluoromethylphenylboronic acid 

Downstream Products

• 876347-50-1 1-(4-methoxy-phenyl)-2-(4-trifluoromethyl-phenyl)-ethane-1,2-dione 
• 181308-89-4 1-(4-methoxyphenyl)-2-[4-(trifluoromethyl)phenyl]ethanone 
• 355012-44-1 CF₃C₆H₄C(BO₂C₆H₄)C(BO₂C₆H₄)C₆H₄OCH₃ 
• 1325399-04-9 C₁₆H₁₄F₃NO₂ 
• 53464-47-4 N-4'-Methoxy-phenylacetyl-4-trifluormethylanilin 
• 1612246-01-1 (E)-2-(2-(4-chlorophenyl)-1-(4-methoxyphenyl)-2-(4-(trifluoromethyl)phenyl)vinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1612246-19-1 (E)-2-(2-(4-chlorophenyl)-2-(4-methoxyphenyl)-1-(4-(trifluoromethyl)phenyl)vinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 5834-42-4 3-(4-methoxyphenyl)-2-phenyl-1H-indole 

Relevant academic research and scientific papers

Ruthenium-Catalyzed E-Selective Alkyne Semihydrogenation with Alcohols as Hydrogen Donors

Selective direct ruthenium-catalyzed semihydrogenation of diaryl alkynes to the corresponding E-alkenes has been achieved using alcohols as the hydrogen source. The method employs a simple ruthenium catalyst, does not require external ligands, and affords the desired products in > 99% NMR yield in most cases (up to 93% isolated yield). Best results were obtained using benzyl alcohol as the hydrogen donor, although biorenewable alcohols such as furfuryl alcohol could also be applied. In addition, tandem semihydrogenation-alkylation reactions were demonstrated, with potential applications in the synthesis of resveratrol derivatives.

Phosphorus(III)-Mediated, Tandem Deoxygenative Geminal Chlorofluorination of 1,2-Diketones

Tetrasubstituted carbon containing two different halogen substituents was constructed in a single-step operation by utilizing the carbene-like reactivity of dioxaphospholene through the tandem reaction of electrophilic and nucleophilic halogenating reagents. It was crucial to devise non-dealkylatable phosphoramidite, which enabled the efficient formation of geminal chlorofluorides from various 1,2-diketones with (PhSO2)2NF and n-Bu4NCl. In addition, selective functionalization of the chlorine substituent was demonstrated, and the absence of halogen scrambling was confirmed.

A Study of Polarization and Directing Effects of Unsymmetrical Alkynes Using Regioselective Pd-Catalyzed Bromoallylation

Herein is disclosed the first comprehensive study of factors that affect the regioselectivity of PdBr2(PhCN)2-catalyzed bromoallylation of unsymmetrically substituted internal alkynes. The study was performed on a wide array of electronically and structurally diverse alkynes with aryl-aryl, aryl-ferrocenyl, and aryl-alkyl substitutions. The regioselective formation of bromoallylation products was mostly driven by the polarization of the triple bond in aryl-aryl and aryl-ferrocenyl-substituted ethynes. On the other hand, directing effect, which arises from the presence of a directing group in the side-chain of aryl-alkyl-substituted alkynes, was the dominating factor that determined the regioselectivity of these reactions.

Palladium/copper-cocatalyzed decarbonylative alkynylation of acyl fluorides with alkynylsilanes: Synthesis of unsymmetrical diarylethynes

Palladium/copper-cocatalyzed decarbonylative alkynylation of acyl fluorides with alkynylsilanes is described. This reaction not only effectively inhibits the formation of undesired homocoupled products by avoiding the addition of a base, but also exhibits a wide substrate scope to provide a general access to diverse unsymmetrical diarylethynes.

Fluorine-induced emission enhancement of tolanesviaformation of tight molecular aggregates

Fluorinated tolanes were found to show aggregation-induced emission characteristics and significantly enhanced photoluminescence efficiencies in molecular aggregates when compared with non-fluorinated tolanes. The fluorine atoms play important roles in th

Visible Light-Induced Difunctionalization of Alkynes: The Synthesis of Thiazoles and 1,1-Dibromo-1-en-3-ynes

A visible light-induced cascade cyclization of thioamides with alkynes was developed to synthesize 1,3-thiozoles. The sulfur radical generated from thioamide via the single-electron transfer (SET) pathway was promoted by photocatalysis as a key intermediate in this reaction. When bromoalkynes were used as the substrate, the self-coupling products 1,1-dibromo-1-en-3-ynes were obtained in moderate yields, and an energy transfer pathway for this transformation promoted by visible-light photocatalysis was proposed.

LiHMDS-Promoted Palladium-Catalyzed Sonogashira Cross-Coupling of Aryl Fluorides with Terminal Alkynes

A highly efficient Pd-catalyzed Sonogashira coupling of various aryl fluorides with terminal alkynes in the presence of LiHMDS was developed. Both unreactive electron-rich fluoroarenes and electron-poor fluoroarenes proceeded smoothly and afforded the cor

Sonogashira Cross-Coupling of Aryltrimethylammonium Salts

A protocol for C(sp)-C(sp2) bond formation via the Sonogashira coupling reaction involving C-N bond cleavage with aryltrimethylammonium triflate as an electrophilic coupling partner is described in this work. The reactions proceeded well under mild conditions with a stoichiometric ratio of alkyl, aryl, or heteroaryl acetylenes and provided yields of up to 93%. Numerous useful functional groups were tolerated under the reaction conditions. Direct amine alkynylation can be achieved through a one-pot process without the isolation of ammonium salt. The protocol can be performed on a gram scale. Density functional theory calculations were performed to investigate the reaction mechanism that involved oxidative addition, alkyne coordination, deprotonation, and reductive elimination, which yielded the cross-coupling product.

Production method of diaryl alkyne compound

The invention discloses a production method of a diaryl alkyne compound. The production method of the diaryl alkyne compound comprises the steps of under protection of nitrogen, placing a bromobenzenesubstrate, alkynol, a palladium catalyst, an organic phosphine ligand and inorganic alkali into a reaction container, then adding a solvent, heating the reaction container for reaction, after the reaction container is cooled to room temperature, adding a saturated ammonium chloride solution for quenching, and then conducting extraction and column chromatography isolation and purification to obtain the diaryl alkyne compound. According to the production method of the diaryl alkyne compound, the aryl bromide and the alkynol which are simple and easy to obtain are used as raw materials, and through the palladium-catalyzed coupling reaction, the diaryl alkyne compound is obtained. The reaction raw materials are simple and easy to obtain, reaction conditions are mild, several defects in a traditional synthesis method are overcome, for example, the defect that when calcium carbide is used as a raw material, the release speed of acetylene cannot be controlled is overcome, the defect that when terminal alkyne is used as a raw material, a product and the raw material are hard to separate due to similar polarity is overcome, and the like. The method also has good performance in amplification reaction, so that the method has great application prospects.

Intermolecular Desymmetrizing Gold-Catalyzed Yne–Yne Reaction of Push–Pull Diarylalkynes

Push–pull diaryl alkynes are dimerized in the presence of a cationic gold catalyst. The polarized structure of the applied starting materials enables the generation of a highly reactive vinyl cation intermediate in an intermolecular reaction. Trapping of the vinyl cation by a nucleophilic attack of the electron-poor aryl unit then leads to the selective formation of highly substituted naphthalenes in a single step and in complete atom economy.