81807-66-1

Upstream product

• 81807-67-2 phenyl(3,4,5,6-tetrahydro-[1,10-biphenyl]-2-yl)methanone 
• 129527-97-5 1,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carbonitrile 
• 71-43-2 benzene 
• 28861-22-5 1,7-diphenylheptane-1,7-dione 
• 108-88-3 toluene 
• 408318-36-5 2-phenylcyclohex-1-ene-1carbonitrile 
• 771-98-2 1-Phenylcyclohexene 
• 98-88-4 benzoyl chloride 

Relevant academic research and scientific papers

Acylation of Alkenes with the Aid of AlCl3 and 2,6-Dibromopyridine

Friedel-Crafts-type acylation of alkenes with acyl chlorides has been successfully conducted with a wide substrate scope by the combined use of AlCl3 and 2,6-dibromopyridine. Trisubstituted alkenes afford allylketones or vinylketones depending on the presence or absence of hydrogen atom(s) at the β-position to the acylation site, while monosubstituted alkenes exclusively afford vinylketones.

α-Carbonyl Cations in Sulfoxide-Driven Oxidative Cyclizations

The selective, metal-free generation of α-carbonyl cations from simple internal alkynes was accomplished by the addition of a sulfoxide to a densely substituted vinyl cation. The high reactivity of the α-carbonyl cations was found to efficiently induce hydrogen and even carbon shift reactions with unusual selecivities. Complex compounds with highly congested tertiary and all-carbon-substituted quartenary carbon centers can thus be accessed in a single step from simple precursors. Mechanistic analysis strongly supports the intermediacy of the title compounds and provides a simple predictive scheme for the migratory aptitude of different substituents.

AlCl3-mediated aldol cyclocondensation of 1,6- and 1,7-diones to cyclopentene and cyclohexene derivatives

Exactly 1/3 mol of AlCl3 is sufficient to cyclize 1 mol of 1,?-dibenzoylbutane (or pentane) to a cyclopentenone (or hexenone) derivative in high yield at room temperature in 40 min to several hours. This condensation is driven by removing elements of water as HCl and Al(OH)3, and the product enones are exclusively unconjugated, unlike the base-catalyzed condensations providing thermodynamically more stable conjugated enones.