354529-98-9

Upstream product

• 50-00-0 formaldehyd 
• 1009-14-9 phenyl butyl ketone 
• 91962-95-7 α-acetoxymethyl phenyl vinyl ketone 
• 925-90-6 ethylmagnesium bromide 
• 100-97-0 hexamethylenetetramine 
• 108-86-1 bromobenzene 
• 1070-13-9 2-methylidenepentanal 
• 15121-79-6 2-(hydroxymethyl)-1-phenylprop-2-en-1-one 
• 67-56-1 methanol 
• 67-68-5 dimethyl sulfoxide 
• 124-38-9 carbon dioxide 
• 98-88-4 benzoyl chloride 

Downstream Products

• 92013-10-0 2-propylindan-1-one 
• 31366-05-9 (±)2-methyl-1-phenylpentan-1-one 
• 1629211-93-3 C₃₀H₃₆N₂O 

Relevant academic research and scientific papers

Asymmetric Catalytic Epoxidation of Terminal Enones for the Synthesis of Triazole Antifungal Agents

An enantioselective epoxidation of α-substituted vinyl ketones was realized to construct the key epoxide intermediates for the synthesis of various triazole antifungal agents. The reaction proceeded efficiently in high yields with good enantioselectivities by employing a chiral N,N′-dioxide/ScIII complex as the chiral catalyst and 35% aq. H2O2 as the oxidant. It enabled the facile transformation for optically active isavuconazole, efinaconazole, and other potential antifungal agents.

Transition-Metal-Free Reductive Deoxygenative Olefination with CO2

A new transition-metal-free reductive deoxygenative olefination of phosphorus ylides with CO2, an abundant and sustainable C1 chemical feedstock, is described. This catalytic CO2 fixation afforded β-unsubstituted acrylates and vinyl ketones in good yields with broad scope and good functional group tolerance under mild reaction conditions. Cost-effective and easily handled polymethylhydrosiloxane was used as a reductant. Bis(silyl)acetal was proved to be the key intermediate in this reductive functionalization of CO2.

Method for synthesizing alpha,beta-unsaturated ketone compounds from dimethyl sulfoxide and ketone compounds

The invention discloses a method for synthesizing alpha,beta-unsaturated ketone compounds from dimethyl sulfoxide and ketone compounds. According to the method, dimethyl sulfoxide and ketone compoundsare subjected to a one-pot reaction in the presence of carboxylate and persulfate so as to produce the alpha,beta-unsaturated ketone compounds. The method uses dimethyl sulfoxide as a methylenation reagent and employs a one-pot process for high-selectivity high-yield synthesis of the alpha,beta-unsaturated ketone compounds from the ketone compounds; and the method is simple to operate, low in cost, friendly to environment and beneficial for industrial production.

A methylene compound of preparation method and its application (by machine translation)

The invention discloses a methylene compound of preparation method and its application, relates to the field of organic synthesis, the process comprises: 1) in the presence of a three-valent metal salt catalyst, will arone compound and halogen methyl radical trialkyl ammonium salt dissolved in a solvent, 2) 80 - 130 °C reaction 1 - 4 hours, separated and purified α - the methyl radical is fragrant compounds, the reaction environment pollution is small, substrate and wide range of application. (by machine translation)

Transition metal-free C(sp3)-H bond coupling among three methyl groups

A coupling of multiple C(sp3)-H bonds of the methyl group in methyl ketones with dimethyl sulfoxide is developed. This coupling allows the direct C(sp3)-H bond coupling among three methyl groups and affords one C-C bond and one CC bond under transition metal-free conditions. The value-added cyclized 3-methylthiomethyl chroman-4-ones can be synthesized through this method. A plausible mechanism is proposed.

Transition Metal-Free α-Csp3-H Methylenation of Ketones to Form C=C Bond Using Dimethyl Sulfoxide as Carbon Source

A direct α-Csp3-H methylenation of arylketones to form C=C bond using dimethyl sulfoxide as one-carbon source is achieved under transition metal-free reaction condition. Various aryl ketone derivatives react readily with DMSO, producing the α,β-unsaturated carbonyl compounds in yields of 42 to 90%. This method features a transition metal-free reaction condition, wide substrate scope and using DMSO as novel one-carbon source to form C=C bond, thus providing an efficient and expeditious approach to an important class of α,β-unsaturated carbonyl compounds. Based on the preliminary experiments, a plausible mechanism of this transformation is disclosed.

Rhodium-catalyzed ketone methylation using methanol under mild conditions: Formation of α-branched products

The rhodium-catalyzed methylation of ketones has been accomplished using methanol as the methylating agent and the hydrogen-borrowing method. The sequence is notable for the relatively low temperatures that are required and for the ability of the reaction system to form α-branched products with ease. Doubly alkylated ketones can be prepared from methyl ketones and two different alcohols by using a sequential one-pot iridium- and rhodium-catalyzed process. Uniquely effective for making branched alkyl products from ketones (see scheme): The scope of the presented reaction includes aromatic and aliphatic ketones and consecutive one-pot double alkylation reactions to provide a convenient route to branched ketones from simple methyl ketones. A brief study into the mechanism of the reaction has given evidence for an aldol-based reaction pathway.

A direct synthesis of α-(hydroxymethyl) and α-alkyl-vinyl alkyl ketones

Reaction of 2,4-diketoesters 3a-c with aqueous formaldehyde using potassium carbonate solution as base affords the corresponding α-methylene-β-hydroxyalkanones 4a-c which provide a route to α,β-unsaturated alkyl ketones 6a-e via coupling of α-acetoxymethy

Synthesis of taiwaniaquinoids via Nazarov triflation

A unified approach toward the taiwaniaquinoids that has yielded four natural products is described. A new variant of the Nazarov reaction with concomitant formation of an enol triflate serves as one of the key steps, considerably shortening the synthetic

Synthesis and stereochemical aspects of 2,6-disubstituted perhydroazulenes - Core units for a new class of liquid crystalline materials

A novel approach for the synthesis of cis/trans-fused perhydroazulenes 13-19 is reported. The stereochemistry of the derivatives of carbene addition products 9a-c/20-22, of the 2,6-disubstituted perhydroazulenes 12a-c/23-25, and that of compounds 26-27 has been studied by single-crystal X-ray crystallography. The hydrogenation of the tropylidene to the perhydroazulene skeleton under various conditions is described. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.