15015-46-0

Upstream product

• 6149-50-4 methyl 1-hydroxycyclohexanecarboxylate 
• 119-61-9 benzophenone 
• 286-20-4 cyclohexane-1,2-epoxide 
• 947-19-3 1-hydroxycyclohexyl phenyl ketone 
• 100-58-3 phenylmagnesium bromide 
• 464-72-2 tetraphenylethane-1,2-diol 
• 108-94-1 cyclohexanone 
• 931-97-5 1-hydroxy-1-cyclohexanecarbonitrile 
• 1123-28-0 1-hydroxy-cyclohexanecarboxylic acid 
• 1664-34-2 1-amino-1-cyclohexanecarboxylic acid ethyl ester 
• 10467-10-4 ethylmagnesium iodide 

Downstream Products

• 41848-75-3 phenyl-(1-phenyl-cyclohexyl)-ketone 
• 50390-71-1 2,2-diphenylcycloheptanone 
• 91-01-0 1,1-Diphenylmethanol 
• 108-94-1 cyclohexanone 
• 408530-25-6 2,2-dibromo-7,7-diphenyl-cycloheptanone 
• 408331-13-5 2,2-diphenyl-cycloheptanol 
• 22612-62-0 2,2-diphenylcyclohexanone 
• 77083-34-2 7,7-diphenylhept-6-enal 

Relevant academic research and scientific papers

Regioselective Organocatalytic Formation of Carbamates from Substituted Cyclic Carbonates

A highly regioselective catalytic approach has been developed towards carbamates derived from cyclic organic carbonates by reaction of the latter with amine reagents under organocatalytic control. For various combinations of carbonate and amine substrates, an organocatalyst (TBD: 1,5,7-triazabicyclo[4.4.0]dec-5-ene) was used to increase the reaction kinetics while exerting excellent regioselective control. The current method is the first general approach towards the control over the regioselectivity of this reaction using a wide variety of easily accessed substituted organic carbonates. (Figure presented.) .

A novel lanthanum metal-assisted reaction of diaryl ketones and electrophiles

A novel and efficient lanthanum metal-assisted carbon-carbon bond formation of diaryl ketones and various electrophiles, such as carbonyl compounds, esters, nitriles, and epoxides, has been developed. When diaryl ketones were allowed to react with dialkyl ketones in the presence of lanthanum metal and a catalytic amount of iodine, the cross pinacol coupling reaction proceeded to give the corresponding unsymmetrical 1,2-diols in moderate to good yields. α-Hydroxy ketones were prepared by the lanthanum metal-assisted reaction of diaryl ketones with esters or nitriles, followed by hydrolysis with aq HCl. It is interesting to note that for the epoxides, the coupling reaction proceeded via the Meinwald rearrangement of epoxides to give the corresponding 1,2-diols.

Retropinacol/cross-pinacol coupling reactions - A catalytic access to 1,2-unsymmetrical diols

A new concept to access unsymmetrical 1,2-diols with high yields is reported. This new methodology is based on a retropinacol/cross-pinacol coupling process. This transformation is characterized by its operational simplicity and very mild reaction condi tions.

Behavior of biradicals generated from a Norrish type-I reaction of 2,2- diphenylcycloalkanones. Chain-length dependence and magnetic field effects

The reaction course of acyl-diphenylmethyl biradicals (α-oxo-ω, ω- diphenyl-α,ω-alkanediyl biradicals), O=C↑(CH2)η-2-C↑Ph2 (3BR-η), generated from the Norrish type-I reaction of 2,2-diphenylcycloalkanones (CK- η) with various ring sizes in methanol, is switched from intramolecular disproportionation (n = 6, 7), giving a diphenylalkenal, to acylphenyl recombination (n ≥ 9), affording a cyclophane derivative. The behavior of 3BR-9 derived from CK-9 was studied in detail; the photolysis of CK-9 afforded an open-chain and a cyclic decarbonylation product together with an unsaturated aldehyde and a 4-methylene-2,5-cyclohexadienyl ketone (a pre- cyclophane). The photolysis of this ketone gave the same products that arose from the photolysis of CK-9, presenting the possibility that the decarbonylation products and a part of the aldehyde are formed as secondary products during irradiation. The magnetic field dependence of the lifetimes of 3BR-η (η = 12 and 13) generated from CK-12 and 13, respectively, was measured in methanol by means of a pulsed-laser excitation technique. The rate constants for intersystem crossing showed a maximum at a relatively low field strength, which decreased with increasing the field strength to level off to an asymptotic value at > 1.5 kG. The results show that the role of hyperfine coupling in intersystem crossing is less important in these systems, presumably because of the presence of a carbonyl oxygen and the absence of a hydrogen atom at the radical center.

C,O-dilithiated diarylmethanols: Easy and improved preparation by naphthalene-catalysed lithiation of diaryl ketones and reactivity toward electrophiles

The lithiation of different diaryl ketones 1 with an excess of lithium powder and a catalytic amount (8 mol %) of naphthalene in tetradrofuran at -30°C leads to the formation of the corresponding dianions of the type I, with Met=Li, which react with several electrophiles (E+=MeI, EtBr, Pr(i)CHO, PhCHO, cyclohexanone, MeCN) to give, after hydrolysis, the expected substituted diarylmethanols 2.

Nucleophilic Addition of Lanthanoid Metal Umpoled Diaryl Ketones to Electrophiles

Ytterbium metal promoted cross-coupling reactions of diaryl ketones with a variety of electrophiles are described.Diaryl ketones treated with 1-2 equiv of Yb metal react smoothly with other ketones, nitriles, epoxides, CO2, etc., to give the corresponding unsymmetrical pinacols, α-hydroxy ketones, 1,3-diols, α-hydroxy carboxylic acids, etc., in good yields respectively.These reactions occur via nucleophilic addition of the intermediates 4a-c to electrophiles.Reaction of benzophenone (1a) with Yb metal is discussed in detail and some information on the composition of the intermediates of the reaction of diaryl ketones with Yb metal are also given.

Ytterbium Metal Mediated Synthesis of Symmetrical and Unsymmetrical Pinacols from Carbonyl Compounds

Reaction of aromatic aldehydes and ketones with ytterbium metal gives the corresponding pinacols in high yields.Cross-coupling reaction of benzophenone with other carbonyl compounds to produce unsymmetrical pinacols is also described.