7316-69-0

Upstream product

• 78-84-2 isobutyraldehyde 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 98-86-2 acetophenone 
• 70-11-1 α-bromoacetophenone 
• 84034-01-5 trans-2,3-epoxy-3-(2-propanyl)-1-phenyl-1-propanone 
• 3017-69-4 2-methyl-1-propenylbromide 
• 2206-94-2 1-acetoxy-1-phenylethene 
• 718-30-9 4-Dimethylamino-4-methyl-1-phenylpent-1-yne 
• 139313-56-7 4-methyl-1-phenyl-pent-1-yn-3-ol 
• 115422-44-1 1,2-dibenzoyl-3,4-diisopropyl-cyclobutane 
• 127-09-3 sodium acetate 
• 115827-02-6 3-hydroxy-4-methyl-1-phenylpentan-1-one 

Downstream Products

• 2050-07-9 4-methyl-1-phenylpentan-1-one 
• 100840-01-5 4-Methyl-1-phenyl-penten-⁽²⁾-ol-⁽¹⁾ 
• 2884-02-8 4-methyl-1-phenyl-pentan-1-ol 
• 84034-01-5 trans-2,3-epoxy-3-(2-propanyl)-1-phenyl-1-propanone 
• 1144528-42-6 (S)-4-methyl-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentan-1-one 
• 1258505-82-6 3-(1-methylethyl)-1,5-diphenyl-pent-4-yn-1-one 
• 72972-75-9 4-Benzoyl-3-isopropyl-6-methyl-1-phenyl-5-hepten-1-one 
• 187742-13-8 trans-(2S,3R)-epoxy-4-methyl-1-phenylpentan-1-one 

Relevant academic research and scientific papers

KOtBu/DMSO Catalytic System for Isomerization of Allylic Alcohols to Ketones

The isomerization of allylic alcohols is an important reaction because it can afford carbonyl compounds in an atom-economical manner. Although base-catalyzed methods are more desirable than those using transition-metal catalysts from both the economic and environmental points of view, these methods have several drawbacks, such as narrow substrate scope and high catalyst loading. This paper reports the development of an efficient KOtBu/DMSO catalytic system suitable for the isomerization of a broad range of allylic alcohols with good yields, to which previously reported systems could not be applied. This catalytic system was successfully applied to a tandem allylic isomerization/electrophilic trapping reaction, thereby highlighting its synthetic utility.

Sc(OTf)3a'Catalyzed Ca'C Bond-Forming Reaction of Cyclic Peroxy Ketals for the Synthesis of Highly Functionalized 1,2-Dioxene Endoperoxides

A new and general Sc(OTf)3-catalyzed C-C bond-forming reaction of 3-(2-methoxyethoxy)-endoperoxy ketals with silyl ketene acetals, silyl enol ethers, allyltrimethylsilane, and trimethylsilyl cyanide has been developed via the reactive peroxycarbenium ions, affording a wide range of complicated 3,3,6,6-tetrasubstituted 1,2-dioxenes bearing adjacent quaternary carbons and 3-acetyl/allyl/cyano functional groups in good yields at room temperature. Notably, the resultant 1,2-dioxenes are structurally stable, which can be facially transformed into another important 1,2-dioxane endoperoxide under conventional hydrogenation conditions without deconstructing the weak O-O bond.

Diversified Transformations of Tetrahydroindolizines to Construct Chiral 3-Arylindolizines and Dicarbofunctionalized 1,5-Diketones

Enantioselective diverse synthesis of a small-molecule collection with structural and functional similarities or differences in an efficient manner is an appealing but formidable challenge. Asymmetric preparation and branching transformations of tetrahydroindolizines in succession present a useful approach to the construction of N-heterocycle-containing scaffolds with functional group, and stereochemical diversity. Herein, we report a breakthrough toward this end via an initial diastereo- A nd enantioselective [3 + 2] cycloaddition between pyridinium ylides and enones, following diversified sequential transformations. Chiral N,N′-dioxide-earth metal complexes enable the generation of optically active tetrahydroindolizines in situ, across the strong background reaction for racemate-formation. In connection with deliberate sequential transformations, involving convenient rearomatic oxidation, and light-active aza-Norrish II rearrangement, the tetrahydroindolizine intermediates were converted into the final library including 3-arylindolizine derivatives and dicarbofunctionalized 1,5-dicarbonyl compounds. More importantly, the stereochemistry of four-stereogenic centered tetrahydroindolizine intermediates could be efficiently transferred into axial chirality in 3-arylindolizines and vicinal pyridyl and aryl substituted 1,5-diketones. In addition, densely functionalized cyclopropanes and bridged cyclic compounds were also discovered depending on the nature of the pyridinium ylides. Mechanism studies were involved to explain the stereochemistry during the reaction processes.

1,5-dicarbonyl derivative and preparation method thereof

The invention provides a synthesis method of a 1,5-dicarbonyl compound. According to the method, under the conditions of employing triethylamine as alkali, an ionic liquid [BMIM] PF6 as a solvent and lithium tetrafluoroborate as an adjuvant, a series of n

Chemoselective transfer hydrogenation of α,β-unsaturated ketones catalyzed by pincer-Pd complexes using alcohol as a hydrogen source

A pincer-Pd complex was utilized in the chemoselective transfer hydrogenation of α,β-unsaturated ketones using n-BuOH as a hydrogen source and solvent. Good to excellent yields were obtained for various substrates even with reducible groups. Based on deuterium-labeling experiments, the reaction mechanism is proposed to occur via a pincer-Pd-hydride intermediate.

Tandem one-pot Wittig/reductive aldol reactions in which the waste from one process catalyzes a subsequent reaction

Putting waste to work: Tandem one-pot Wittig/reductive aldol reactions have been performed in which the byproduct of the Wittig reaction, Ph3PO, catalyzes the reductive aldol reaction. This methodology is versatile and allows for three different building blocks to be combined in a simple, one-pot procedure. Copyright

Synthesis of α,β-unsaturated ketones by Pd-catalyzed decarboxylative allylation of α-oxocarboxylates

A palladium/p-tolylphosphine system has been developed that catalyzes the extrusion of carbon dioxide from α-oxocarboxylic acid allyl esters, leading to α,β-unsaturated ketones (see scheme). The palladium complex activates the substrate and mediates the carbon-carbon bond formation to give allyl ketones, and subsequent double bond shift to the α,β position. The actual decarboxylation step with formation of the acyl nucleophile is promoted by phosphine.

Optically active epoxy compounds and processes for their production

An optically active epoxyenone derivative of the following formula (1): wherein R1 is a methyl group, an ethyl group or a C3-10 branched, linear or cyclic alkyl group, and R2 is a phenyl group, a substituted phenyl group o

Electron-Transfer Reactions of Aromatic α,βEpoxy Ketones: Factors That Govern Selective Conversion to β-Diketones and β-Hydroxy Ketones

Photoreaction of trans-1-(4-cyanophenyl)-3-phenyl-2,3-epoxy-1-propanone (trans-4′-cyanochalcone epoxide) with various electron donors was studied. Irradiation of this epoxy ketone with amines produced 1-(4-cyanophenyl)-3-phenyl-1,3-propanedione and 1-(4-cyanophenyl)-3-hydroxy-3-phenyl-1-propanone in various ratios depending on the kinds of amine and solvent used. A reaction mechanism involving an amine cation radical-assisted rearrangement of the epoxy ketone anion radical was proposed to be most consistent with the marked change in the yield of β-diketone. On the other hand, the timing of proton transfer to the anionic intermediates is considered to be a key factor to yield the β-hydroxy ketone. Information obtained from the photochemical study was useful to find the reaction conditions for the conversion of several aromatic epoxy ketones to hydroxy ketones by the use of samarium diiodide. Addition of methanol significantly changed the product distribution. Proper choice of water or methanol as a proton source produced hydroxy ketones in moderate to good yields.

Arylation and 1-Alkenylation on α-Position of Ketones via Tributyltin Enolates Catalyzed by Palladium Complex

The reaction of tributyltin enolates, prepared from tributyltin methoxide and enol acetates in situ, with aryl and 1-alkenyl bromides in the presence of dichlorobis(tri-o-tolylphosphine)palladium was found to give α-aryl and α-(1-alkenyl) ketones, respectively, in good yields with essentially complete retention of the enol acetate regiochemistry.