17486-92-9

Upstream product

• 17486-91-8 2-(2-phenylethyl)-4-phenylbutanoic acid 
• 855215-89-3 2-phenethyl-4-phenyl-butyryl chloride 
• 100-42-5 styrene 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 17486-90-7 2-phenethyl-4-phenylbutyronitrile 
• 86310-45-4 diphenethyl-malonic acid 
• 5396-91-8 1,5-diphenyl-3-pentanone 
• 17486-87-2 (3-methylenepentane-1,5-diyl)dibenzene 
• 17486-88-3 2-phenethyl-4-phenylbutan-1-ol 
• 17486-89-4 p-Toluolsulfonsaeure-(1,5-diphenyl-pentyl-3-ester) 
• 538-58-9 1,5-diphenyl-1,4-pentadiene-3-one 

Downstream Products

• 17486-95-2 3-phenethyl-1,2-dihydronaphthalene 
• 946494-41-3 1-ethynyl-2-phenethyl-1,2,3,4-tetrahydronaphthalen-1-ol 
• 864758-82-7 4-ethynyl-3-phenethyl-1,2-dihydronaphthalene 

Relevant academic research and scientific papers

Asymmetric electrophilic fluorocyclization with carbon nucleophiles

Twist of 'F'ate: Various helical-shaped fluorinated tetracyclic molecules were prepared by fluorocarbocyclization of prochiral alkenes. The development of a new class of chiral Selectfluor (1) proved instrumental in developing an asymmetric variant of this transformation. These novel chiral N-F reagents are readily accessible by fluorine transfer from shelf-stable N-fluoropyridinium salts. Copyright

Cu(I)-catalyzed α-alkylation of ketones with styrene derivatives

α-Alkylation of ketones with styrene derivatives was developed using a mesitylcopper-dppp complex as a soft Bronsted base catalyst. No waste derived from the alkylating reagent was produced in this catalytic alkylation reaction. The bisphosphine ligand structure, as well as the reaction solvent, had profound effects on catalyst activity. The reaction proceeded under mild conditions from a range of ketones and styrene derivatives. The present catalysis is especially useful for the selective mono-alkylation of ketones.

Domino Friedel-crafts-type cyclizations of difluoroalkenes promoted by the α-cation-stabilizing effect of fluorine: An efficient method for synthesizing angular PAHs

In order to synthesize polycyclic aromatic hydrocarbons with nonlinear arrangements (angular PAHs), acid-promoted domino cyclizations of 1,1-difluoroalk-1-enes and 1,1-difluoroalka-1,3-dienes were studied. 1,1-Difluoroalkenes, each bearing two aryl substituents, were regioselectively protonated with FSO3H·SbF5 to generate fluorine-stabilized carbocations, which readily underwent domino Friedel-Crafts-type cyclizations to give carbocycles based on 6/n/m/6 ring systems (n,m=5-7) in good to high yields. Protonation of 1,1-difluoroalka-1,3- dienes took place at their electron-rich methylene (CH2) carbon atoms in the presence of milder acids such as camphorsulfonic acid and trifluoromethanesulfonic acid. Domino cyclizations of the resulting fluorine-stabilized allylic carbocations afford carbocycles based on 6/6/6/6 or 6/6/5/6 ring systems in high yields.

Efficient helicene synthesis: Friedel-crafts-type cyclization of 1,1-difluoro-1-alkenes

(Chemical Equation Presented) The unique properties of fluorine substituents, leaving groups that also stabilize an a carbocation, are exploited in a high-yielding synthesis of substituted [4]- to [6]helicenes in three or four steps from commercially available compounds: Two fused benzene rings are constructed in the title reaction of readily prepared 1,1-difluoro-1-alkenes containing two aryl groups followed by dehydrogenation (see scheme).

Ruthenium-catalyzed cycloisomerization of cis-3-en-1-ynes to cyclopentadiene and related derivatives through a 1,5-sigmatropic hydrogen shift of ruthenium vinylidene intermediates

We report a new ruthenium-catalyzed cycloisomerization of unactivated cis-3-en-1-ynes, which produces substituted cyclopentadiene and related derivatives. The mechanism of this cyclization is proposed to involve a [1,5]-sigmatropic hydrogen shift of ruthenium-vinylidene intermediates on the basis of deuterium-labeling experiments. Copyright

Potassium tert-butoxide catalyzed addition of carbonyl derivatives to styrenes

(matrix presented) A catalytic amount of t-BuOK in DMSO allows the addition of ketones or imines to styrenes at 40 °C in good to excellent yield. Nitriles add to styrenes in NMP or in DMSO at room temperature.