91663-36-4

Upstream product

• 930-68-7 cyclohexenone 
• 16419-60-6 2-Methylphenylboronic acid 
• 108-94-1 cyclohexanone 
• 210823-54-4 2-methylphenyl(mesityl)iodonium trifluoromethanesulfonate 
• 1599438-26-2 1-(1-(o-tolyl)vinyl)cyclobutan-1-ol 
• 615-37-2 ortho-methylphenyl iodide 
• 7294-50-0 tri-o-tolylboroxine 
• 932-31-0 ortho-tolylmagnesium bromide 
• 647842-37-3 triallyl(2-methylphenyl)silane 

Downstream Products

• 91663-37-5 (R)-3-(2-methylphenyl)-cyclohexanone 
• 475599-60-1 (S)-3-(2-methylphenyl)-cyclohexanone 
• 91739-56-9 1-phenyl-3-(2-tolyl)cyclohexene 

Relevant academic research and scientific papers

Heterogeneous Gold Catalyst: Synthesis, Characterization, and Application in 1,4-Addition of Boronic Acids to Enones

The new 1 wt % Au/TiO2-UVM-7 catalyst was prepared and fully characterized. This heterogeneous catalyst proved to be active, selective and recyclable for the unprecedented gold-catalyzed 1,4-addition of various functionalized arylboronic acids to 2-cyclohexen-1-one and other selected enones using toluene as a solvent. The gold-based catalyst was recycled two times and played an active role in this reaction, and the nature of the solvent determined a remarkable change in the products' selectivities.

The synthesis method of one-carbon ring expansion of cycloketone dericatives from β-selenyl cycloketone dericatives

The present invention relates to a method for preparing a cyclic ketone derivative with an increased carbon number by performing a ring expansion reaction of a β-selenyl cyclic ketone derivative. The present invention was first developed by performing the

Electrochemical Radical Selenylation/1,2-Carbon Migration and Dowd-Beckwith-Type Ring-Expansion Sequences of Alkenylcyclobutanols

Electrochemical oxidative radical selenylation/1,2-carbon migration and Dowd-Beckwith-type ring-expansion sequences of alkenylcyclobutanols were developed in this study. This approach is environmentally benign and uses shelf-stable diselenides as selenium

Palladium-catalyzed redox cascade for direct β-arylation of ketones

Herein we report a full article about the detailed design and development of two palladium-catalyzed redox cascade methods that enable direct β-arylation of ketones. Palladium-catalyzed ketone dehydrogenation, aryl-X bond activation and conjugate addition were merged into a redox-neutral catalytic cycle. Non-metal-based aryl electrophiles were used as both the oxidant and the aryl source. The β-arylation with aryl iodides was achieved site-selectively with Pd(TFA)2/P(i-Pr)3 as the precatalyst and AgTFA as the iodide scavenger. Both cyclic and linear ketones can react to give β-aryl ketones with excellent functional group tolerance. The β-arylation with diaryliodonium salts was realized without stoichiometric heavy metal additives, and proved to be redox-neutral. A wider substrate scope regarding aryl groups and ketones was obtained for the arylation with diaryliodonium salts, and the possible involvement of palladium nanoparticles as the active catalyst was examined and discussed.

Rh-catalyzed 1,4-addition of triallyl(aryl)silanes to α,β-unsaturated carbonyl compounds

Rh-catalyzed 1,4-addition of triallyl(aryl)silane to α,β-unsaturated carbonyl compounds was developed. Triallyl(aryl)silanes were used as air- and moisture-stable silicon nucleophiles. Allylsilanes were converted to silanols in situ and underwent transmetalation. This method can accept a wide range of functionalized triallyl(aryl)silane and α,β-unsaturated carbonyl compounds.

2-allyl-1-oxo-2, 3-dihydro-1, 2-benzisothiazole

The invention discloses chiral 2-allyl-1-oxo-2, 3-dihydro-1, 2-benzisothiazole and its preparation method and use. The chiral 2-allyl-1-oxo-2, 3-dihydro-1, 2-benzisothiazole is a racemate or an optical isomer shown in the formula I and is characterized in

DIRECT B-ARYLATION OF CARBONYL COMPOUNDS

Disclosed is a method for the β-C—H H functionalization of carbonyl compounds that is both selective and broadly applicable. The methods provide direct β-arylation of carbonyl compound with a diverse array of aryl or heteroaryl halides, aryl or heteroryl tosylate, aryl or heteroaryl triflates, or diaryliodonium salts, by palladium catalysis in the presence of a ligand and promoter.

Palladium-catalyzed direct β-arylation of ketones with diaryliodonium salts: A stoichiometric heavy metal-free and user-friendly approach

We herein report a new protocol for the Pd-catalyzed β-arylation of ketones without stoichiometric heavy metals. Widely accessible diaryliodonium salts are used as both the oxidant and aryl source. This tandem redox catalysis merges ketone dehydrogenation and conjugate addition without an additional oxidant or reductant. This transformation features the use of a unique bis-N-tosylsulfilimine ligand and the combination of potassium trifluoroacetate/trifluoroacetic acid to maintain an appropriate acidity of the reaction medium. The reaction tolerates both air and moisture, and shows a broad substrate scope. Kinetics studies, along with filtration and poisoning tests, support the involvement of palladium nanoparticles in the catalysis.

Triazolium salts as appropriate catalytic scaffolds for 1,4-additions to α,β-unsaturated carbonyls

1,2,3-Triazole derivatives containing a rigid dihydroanthracenyl skeleton are suitable precursors for both organometallic and organo-based catalysts. A Rh-carbene complex and the triazolium salt efficiently catalyzed the 1,4-additions of C- and heterodonor reagents to α,β-unsaturated carbonyl substrates, respectively. Copyright

1,4-Addition of aryl boronic acids to α,β-unsaturated ketones catalyzed by a CCC-NHC pincer rhodium complex

An air- and water-stable CCC-NHC pincer Rh complex catalyzed the 1,4-addition of aryl boronic acids to α,β-unsaturated ketones and aldehydes. This bench top method proceeds in eco-friendly solvents including methanol and water. The scope of boronic acids was expanded to include heterocyclic examples.