308378-45-2

Upstream product

• 172607-53-3 phenyl 2-(trimethylsilylethynyl)phenyl ketone 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 98-88-4 benzoyl chloride 
• 512787-24-5 2-benzoylphenyl trifluoromethanesulfonate 
• 74-86-2 acetylene 
• 117-99-7 2-Hydroxybenzophenone 
• 25187-00-2 2-iodobenzophenone 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 1232199-21-1 (2-ethynylphenyl)(phenyl)methanol 
• 583-55-1 1-Bromo-2-iodobenzene 
• 38274-16-7 2-bromo-1-(trimethylsilylethynyl)benzene 

Downstream Products

• 13225-63-3 2,3-Dihydro-4-phenyl-1H-benzindene 
• 605-02-7 1-phenylnaphthalene 
• 131-58-8 2-Methylbenzophenone 
• 29304-65-2 3-methyl-1-phenylnaphthalene 
• 860403-62-9 3-phenyl-2-(phenylamino)-1H-inden-1-one 
• 221458-86-2 (phenyl)[2-(2-phenylethynyl)phenyl]methanone 
• 1638606-76-4 1-(cyclopropylidene(phenyl)methyl)-2-ethynylbenzene 
• 1638606-66-2 C₂₅H₂₁NO₂S 
• 1638606-43-5 C₂₅H₂₁N₃O₂S 

Relevant academic research and scientific papers

A Mild and Regioselective Synthesis of α-Fluoroketones via Gold and Selectfluor Partnership

An efficient, mild and rapid synthesis of α-fluoroketones has been developed, via a fruitful association between gold and Selectfluor starting from aldehyde-yne and alkynylaryl ketone derivatives. Several functionalized and synthetically highly valuable α-fluoroketones (21 compounds, up to 92%) were isolated in good to excellent yields via a remarkable regioselective oxyfluorination reaction in EtOH/H2O at room temperature. We have shed some light on parts of the mechanism by reacting diphenylacetylene and aldehyde-yne with or without Selectfluor. The reaction most presumably occurs via a sequential gold-catalyzed regioselective hydration followed by the α-fluorination reaction, but the presence of aldehyde moiety is crucial for the reactivity of alkyne function. The fluoroketones were efficiently transformed to 4-fluoroisoquinolines (9 compounds, 82–95%) of high pharmaceutical interest. (Figure presented.).

Copper-catalyzed cascade cyclization of 1,5-enynes: Via consecutive trifluoromethylazidation/diazidation and click reaction: Self-assembly of triazole fused isoindolines

Copper-catalyzed cascade cyclization of 1,5-enynes with two types of hypervalent reagents was developed via consecutive trifluoromethylazidation/diazidation and intramolecular click reaction (CUAAC), providing one-pot self-assembly of triazole fused isoindolines bearing a trifluoromethyl or an azide moiety. Moreover, the construction of a trifluoromethylcyclopropyl unit, which has been considered as a metabolically stable replacement for a tert-butyl moiety and was difficult to access, was also achieved under trifluoromethylazidation conditions. All these reactions exhibited excellent chemoselectivity, good to excellent yields and broad functional group tolerance.

Gold-catalyzed Intermolecular Oxidations of 2-Ketonyl-1-ethynyl Benzenes with N-Hydoxyanilines to Yield 2-Aminoindenones via Gold Carbene Intermediates

Gold-catalyzed oxidations of 2-ketonyl-1-ethynyl benzenes with N-hydroxyanilines yield 2-aminoindenone derivatives efficiently. Experimental data suggests that this process involves an α-oxo gold carbene intermediate, generated from the attack of N-hydroxyaniline on furylgold carbene intermediate, rather than the typical attack of oxidants on π-alkynes.

Synthesis of isoindole derivatives by palladium-catalyzed domino reaction of (2-alkynyl)phenylketone o-pentafluorobenzoyloximes

Isoindole derivatives were synthesized by the palladium-catalyzed cyclization of (2-alkynyl)phenylketone O-pentafluoro-benzoyloximes in the presence of organometallic compounds such as sodium formate and aryl boronic acid. Georg Thieme Verlag Stuttgart - New York.

SUBSTITUTED PHENYLETHYNYL GOLD-NITROGENATED HETEROCYCLIC CARBENE COMPLEX

The present invention is directed to a substituted phenylethynylgold-nitrogen-containing heterocyclic carbene complex represented by the formula (1) or (2): wherein L represents a nitrogen-containing heterocyclic carbene ligand, and X represents an alkyl