67390-35-6

Upstream product

• 21765-32-2 3,3-diphenyl-3-ethoxycarbonylpropionic acid 
• 69177-61-3 2,2-Diphenyl-1,4-butanediol 
• 14702-32-0 α,α-diphenylsuccinic acid anhydride 
• 64-17-5 ethanol 
• 823213-55-4 4-chloro-N,N-dimethyl-3,3-diphenyl-4-(p-tolylsulfinyl)butanamide 
• 54166-20-0 3,3-diphenylcyclobutanone 
• 412335-94-5 2,2-diphenyl-4-pentene-1-ol 
• 3468-99-3 ethyl diphenylacetate 

Relevant academic research and scientific papers

Br?nsted acid-catalyzed Friedel-Crafts-type alkylation of arenes with α-aryl diazoacetates

An efficient Br?nsted acid-catalyzed Friedel-Crafts-type alkylation of arenes with α-aryl diazoacetates has been developed. This protocol enables effective access to various highly functionalized diarylmethane derivatives in moderate to high yields. Moreo

Synthesis of β,β-disubstituted γ-butyrolactones by chemo-selective oxidation of 1,4-diols and γ-hydroxy olefins with rucl3/NaIO4

Substituted γ-butyrolactones represent an important group of structural fragments commonly found in natural products, receptor ligands, and drug molecules. Interest in preparing a library of substituted γ-butyrolactones and finding that limited routes to β-substituted lactones exist, led to the development of an efficient approach for the synthesis of β,β-disubstituted γ-butyrolactones. Readily prepared substituted 1,4-diols and γ-hydroxy olefins were treated with the -RuCl3/NaIO4 oxidation system to provide the target β,β-disubstituted γ-butyrolactones in modest to good yields. The reaction goes through a lactol intermediate that was isolated and characterized for selected compounds. The approach supplies an efficient and versatile method for the synthesis of these important heterocyclic structures. Importantly, the present work is the first report that demonstrates the ability of RuCl3/NaIO4 to selectively oxidize primary hydroxyl groups in the presence of secondary alcohols to prepare lactones in good yields.

Baeyer-Villiger Oxidation of Cyclobutanones with 10-Methylacridinium as an Efficient Organocatalyst

Baeyer-Villiger oxidation of cyclobutanones is achieved in current developed protocol with 10-methylacridinium perchlorate (AcrH +ClO4-) as a novel organocatalyst both with irradiation at room temperature and without irradiation at elevated temperature. Excellent yields of the corresponding lactones are obtained and the possible mechanism has been proposed.

A new synthesis of amides and γ-lactones based on the conjugate addition of lithium enolate of amides to 1-chlorovinyl p-tolyl sulfoxides

Reaction of 1-chlorovinyl p-tolyl sulfoxides, which were synthesized from chloromethyl p-tolyl sulfoxide and ketones or aldehydes, with lithium enolate of N,N-dimethylacetamide gave the adducts in good to quantitative yields. The adducts were converted to

Regioselectivity in Nickel(II)-Mediated Oxidations of Diols

Oxidations of 2- and 4-substituted 1,4-butanediols to their corresponding γ-butyrolactones by the combination of molecular bromine and nickel(II) alkanoate occur with a high degree of regioselectivity.The influence of the alkanoate ligand, of substituents at the 2-position of 1,4-butanediols, and of solvent on oxidation regiocontrol is examined, and comparison of regioselectivity in diol oxidations is made with representative conventional oxidative methods.Regiocontrol in nickel(II)-mediated reactions is proposed to be derived from steric constraints for oxidativehydrogen transfer to the alkanoate ligand of nickel(II) in the diol-associated complex.Alternate use of cobalt(II) alkanoates provides regiocontrol in diol oxidations that is comparable or superior to that obtained with nickel(II) alkanoates in bromine oxidations.

Reversal of Regioselectivity in the Reduction of gem-Disubstituted Cyclic Carboxylic Acid Anhydrides

The regioselective partial reduction of gem-disubstituted cyclic carboxylic acid anhydrides to the corresponding γ-lactones with LiAlH4 or NaBH4 is almost completely reversed when potassium tri-s-butylborohydride is used as the reducing agent.

STERIC SELECTIVITY IN OXIDATION OF DIOLS

Oxidations of 2,2-disubstituted-1,4-butenediols by the combination of nickel(II) bromide and benzoyl peroxide and by trityl tetrafluoroborate produce β,β-disubstituted-γ-butyrolactones with exceptional selectivity.