79622-78-9

Upstream product

• 20766-37-4 (E)-4-(2-chlorophenyl)-3-buten-2-one 
• 64-17-5 ethanol 
• 2039-87-4 2-chlorostyrene 
• 75-16-1 methylmagnesium bromide 
• 157433-36-8 3-(2-chlorophenyl)propanal 
• 615-41-8 2-iodochlorobenzene 
• 3506-72-7 4-(2-chlorophenyl)-butan-2-one 
• 91574-67-3 2-chlorobenzalacetone 

Relevant academic research and scientific papers

Switchable asymmetric bio-epoxidation of α,β-unsaturated ketones

Efficient asymmetric bio-epoxidation of electron-deficient α,β-unsaturated ketones was realized via a tandem reduction-epoxidation-dehydrogenation cascade, which proceeds in a switchable manner to afford either chiral epoxy ketones or allylic epoxy alcoho

Chemoselective conjugate reduction of α,β-unsaturated ketones catalyzed by rhodium amido complexes in aqueous media

Although a notable feature of Noyori's Ru-TsDPEN complex is that the transfer hydrogenation reaction is highly chemoselective for the C-O functional group and tolerant of alkenes, our early report indicated that the chemoselectivity could be switched from C-O to C-C bonds in the transfer hydrogenation of activated α,β-unsaturated ketones. Now we have found that a variety of α,β-unsaturated ketones, even without other electron-withdrawing functional groups, could be reduced on the alkenic double bonds with high selectivities employing amido-rhodium hydride complex in aqueous media, and up to 100% chemoselectivity has been achieved. It is notable that the chemoselectivity was improved significantly on going from organic solvent to water. Moreover, a 1,4-addition mechanism has been proposed on the basis of the corresponding experimental details and computational analysis.

A reaction for sp3-sp3 C-C bond formation via cooperation of Lewis acid-promoted/Rh-catalyzed C-H bond activation

A new method for intermolecular sp3-sp3 C-C bond formation between primary aliphatic alcohol and olefin by use of a RhCl(PPh3)3 (cat.)/BF3·OEt2 (2.5 equiv)/BuBr (0.5 equiv)/toluene system was first disclosed, which possessed quite significant utilities for organic synthesis, especially for that of secondary alcohols. The most significant aspect is the discovery that rhodium-catalyzed C-H bond activation of alcohols is feasible under Lewis acid-promoted conditions. Copyright

Palladium-catalyzed intramolecular C-O bond formation

A number of oxygen heterocycles were synthesized using the palladium-catalyzed intramolecular etherification of aryl halides by employing di-tert-butylphosphinobiaryl ligands. The reaction proceeds under mild conditions using weak bases such as Cs2CO3 or K3PO4. A variety of functional groups are tolerated in the reaction, and enantioenriched alcohols can be coupled without erosion of optical purity. The mildness of the reaction conditions allows for the use of polyfunctionalized substrates. This method was used as the key step in the synthesis of MKC-242, an antidepressant currently in clinical trials. The synthesis of MKC-242 was achieved in 40% overall yield from commercially available sesamol and acrylonitrile.

Ortho-effects in 1-(2-Aminomethylaryl)-1-buten-3-ones and Their Hydrogenation Products, III: 2-(Aminomethyl)phenylmethylenacetones and Their Hydrogenation Products, II

The preparations of the phenylmethylenacetones and their (deuterated) hydrogenation products (compounds 2-28) are described; anomalies in some of the (13)C-NMR spectra are explained by increment calculations.