308378-45-2

Upstream product

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

Downstream Products

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

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.).

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.

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.

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