4452-11-3

Upstream product

• 110-88-3 1,3,5-Trioxan 
• 451-40-1 phenyl benzyl ketone 
• 50-00-0 formaldehyd 
• 55439-09-3 (Z)-3-hydroxy-1,2-diphenylprop-2-en-1-one 
• 5623-26-7 α-methylbenzoin 
• 186581-53-3 diazomethane 
• 72040-08-5 diphenylchloroazirine 
• 51-80-9 bis-(dimethylamino)methane 
• 2548-47-2 2,3-diphenyl-1,3-butadiene 
• 5431-88-9 4-benzoyltetrahydrofuran-2,3-dione 
• 3076-54-8 phenyllead(IV) triacetate 
• 72223-17-7 1-trimethylsilyloxy-1,2-diphenylethylene 
• 6620-27-5 4,5-diphenylfuran-2(5H)-one 
• 1025-13-4 4,5-diphenylfuran-2(3H)-one 

Downstream Products

• 20451-28-9 1,2-diphenyl-3-piperidin-1-yl-propan-1-one 
• 32525-40-9 3-morpholin-4-yl-1,2-diphenyl-propan-1-one 
• 58338-01-5 (RS,SR)-1,2,4,5-tetraphenylpentane-1,5-dione 
• 16282-16-9 1,2-diphenyl-butan-1-one 
• 855365-41-2 1-(4-methoxy-phenyl)-2,4,5-triphenyl-pentane-1,5-dione 
• 21383-02-8 α-propyl deoxybenzoin 
• 4842-45-9 1,2,3-triphenylpropan-1-one 
• 92435-53-5 3-chloro-1,2-diphenylpropan-1-one 
• 7693-84-7 (1RS,2SR)-1,2-diphenyl-propan-1-ol 
• 86387-72-6 phenyl(2,5,6-triphenyl-3,4-dihydro-2H-pyran-2-yl)methanone 
• 22563-99-1 3-dimethylamino-1,2-diphenyl-propan-1-one 
• 2515-51-7 1,3,4-triphenyl-4,5-dihydro-1H-pyrazole 
• 855365-06-9 1-(4-chloro-phenyl)-2,4,5-triphenyl-pentane-1,5-dione 
• 40281-18-3 1,2-diphenyl-3-thiomorpholin-4-yl-propan-1-one 

Relevant academic research and scientific papers

β-Iodo Ketones by Prevost Reaction of Vinyl Carbinols

Treatment of α-ethenyl-α-phenylbenzenemethanol with iodine and silver acetate in either acetic acid or benzene gave 1,2-diphenyl-3-iodo-1-propanone (6) in 85percent yield.Ring enlargements involving similar rearrangements were observed with a number of cy

Boron trifluoride mediated allylation of aromatic α-bromoketones by allyltributyltin

Replacement of bromine atom of aromatic α-brormoketones by allyltributyltin in the presence of BF3 was described. The reaction proceeds with or without migration of the aryl group, depending on the structure of the α-bromoketone.

Specific alkylidene coupling of the labile diruthenium bridging methylene complex [(η-C5H5)2Ru2(μ-CH 2)(CO)2(MeCN)] with diazoalkanes (N2=CR2) giving alkenic products

Reaction of the labile diruthenium bridging methylene complex [(η-C5H5)2Ru2(μ-CH 2)(μ-CO)(CO)(MeCN)] with diazoalkanes (N2=CR1R2) results in specific C-C coupling to g

Chemoselective reduction of ?,￠-unsaturated carbonyl and carboxylic compounds by hydrogen iodide

The selective reduction of ?,￠-unsaturated carbonyl compounds was achieved to produce saturated carbonyl compounds with aqueous HI solution. The introduction of an aryl group at an ? or ￠ position efficiently facilitated the reduction with good yield. The reaction was applicable to compounds bearing carboxylic acids and halogen atoms. Through the investigation of the reaction mechanism, it was found that Michael-type addition of iodide occurred to produce ￠-iodo compounds followed by the reduction of C-I bond via anionic and radical paths.

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.

Iron-Catalyzed Enantioselective Radical Carboazidation and Diazidation of α,β-Unsaturated Carbonyl Compounds

Azidation of alkenes is an efficient protocol to synthesize organic azides which are important structural motifs in organic synthesis. Enantioselective radical azidation, as a useful strategy to install a C-N3 bond, remains challenging due to the inherently instability and unique structure of radicals. Here, we disclose an efficient enantioselective radical carboazidation and diazidation of α,β-unsaturated ketones and amides catalyzed by chiral N,N′-dioxide/Fe(OTf)2 complexes. An array of substituted alkenes was transformed to the corresponding α-azido carbonyl derivatives in good to excellent enantioselectivities, benefiting the preparation of chiral α-amino ketones, vicinal amino alcohols, and vicinal diamines. Control experiments and mechanistic studies proved the radical pathway in the reaction process. The DFT calculations showed that the azido transferred to the radical intermediate via an intramolecular five-membered transition state with the internal nitrogen of the Fe-N3 species.

Formal Enone α-Arylation via I(III)-Mediated Aryl Migration/Elimination

A formal enone α-arylation is described. This metal-free transformation relies on the I(III)-mediated skeletal reorganization of silyl enol ethers and features mild conditions, good yields, and high stereoselectivities for β-substituted enones.

Cu/Pd-catalyzed borocarbonylative trifunctionalization of alkynes and allenes: synthesis of β-geminal-diboryl ketones

Functionalized bisboryl compounds have recently emerged as a new class of synthetically useful building blocks in organic synthesis. Herein, we report an efficient strategy to synthesize β-geminal-diboryl ketones enabled by a Cu/Pd-catalyzed borocarbonylative trifunctionalization of readily available alkynes and allenes. This reaction promises to be a useful method for the synthesis of functionalized β-geminal-diboryl ketones with broad functional group tolerance. Mechanistic studies suggest that the reaction proceeds through borocarbonylation/hydroboration cascade of both alkynes and allenes. [Figure not available: see fulltext.]

Bromomethyl Silicate: A Robust Methylene Transfer Reagent for Radical-Polar Crossover Cyclopropanation of Alkenes

A general protocol for visible-light-induced cyclopropanation of alkenes was developed with bromomethyl silicate as a methylene transfer reagent, offering a robust tool for accessing highly valuable cyclopropanes. In addition to α-aryl or methyl-substituted Michael acceptors and styrene derivatives, the unactivated 1,1-dialkyl ethylenes were also shown to be viable substrates. Apart from realizing the cyclopropanation of terminal alkenes, the methyl transfer reaction has been further demonstrated to be amenable to the internal olefins. The photocatalytic cyclopropanation of 1,3-bis(1-arylethenyl)benzenes was also achieved, giving polycyclopropane derivatives in excellent yields. With late-stage cyclopropanation as the key strategy, the synthetic utility of this transformation was also demonstrated by the total synthesis of LG100268.

Br?nsted Base-Catalyzed Transformation of α,β-Epoxyketones Utilizing [1,2]-Phospha-Brook Rearrangement for the Synthesis of Allylic Alcohols Having a Tetrasubstituted Alkene Moiety

A stereoselective transformation of α,β-epoxyketones into alkenylphosphates having a hydroxymethyl group on the β-carbon was established by utilizing the [1,2]-phospha-Brook rearrangement under Br?nsted base catalysis. The reaction involves the catalytic generation of an α-oxygenated carbanion located at the α-position of an epoxide moiety through the [1,2]-phospha-Brook rearrangement and the following epoxide opening. Further transformation of the alkenylphosphates by the palladium-catalyzed cross-coupling reaction with Grignard reagents provided allylic alcohols having a stereodefined all-carbon tetrasubstituted alkene moiety.