64235-53-6

Upstream product

• 100-52-7 benzaldehyde 
• 693-02-7 hex-1-yne 
• 50874-36-7 trans-1-Hexenylmercuric chloride 
• 98-88-4 benzoyl chloride 
• 109-72-8 n-butyllithium 
• 35167-28-3 vinyl phenyl selenide 
• 100-47-0 benzonitrile 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 18829-55-5 (E)-2-Heptenal 
• 18998-78-2 1-phenyl-hept-2-yn-1-one 
• 110-62-3 pentanal 
• 70-11-1 α-bromoacetophenone 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 80674-49-3 3-Hydroxy-3-phenyl-(E)-⁽⁴⁾-nonensaeure 
• 80674-50-6 3-Butyl-5-oxo-5-phenylpentansaeure 
• 345231-53-0 2-(Hydroxy-phenyl-methyl)-1-phenyl-heptan-1-one 
• 927706-29-4 (2R,3R)-2,6-diisopropylphenyl 3-butyl-2,3-dihydro-5-phenylfuran-2-carboxylate 
• 1128230-13-6 3-dicyclohexylphosphinoyl-1-phenylheptan-1-one 
• 1128229-59-3 3-diphenylphosphinoyl-1-phenylheptan-1-one 
• 1156004-95-3 diethyl (R)-1-oxo-1-phenylheptan-3-ylphosphonate 
• 83670-89-7 3-n-butyl-3-hydroxy-1-phenylpropan-1-one 

Relevant academic research and scientific papers

Direct Access to α,β-Unsaturated Ketones via Rh/MgCl2-Mediated Acylation of Vinylsilanes

We report herein the facile and practical construction of α,β-unsaturated ketones via rhodium-catalyzed direct acylation of vinylsilanes with readily available and abundant carboxylic acids. This protocol features access to a diverse array of synthetically useful functionalities with moderate to excellent yields. More importantly, the late-stage functionalization of pharmaceuticals was also realized with synthetically useful yield.

Regioselective α-Deuteration of Michael Acceptors Mediated by Isopropylamine in D2O/AcOD

Site-specific hydrogen/deuterium exchange is an important method to access deuterated compounds for chemical and biological studies. Herein is reported the first method for the regioselective α-deuteration of enals and enones. The transformation features D2O and AcOD as deuterium sources and amines as organocatalysts. The deuteration strategy is scalable and works on enals with a variety of substituted arene or heterocycle motifs as well as enones. The method has been applied to the synthesis of deuterated drug precursors.

Intermolecular scandium triflate-promoted nitrene-transfer [5 + 1] cycloadditions of vinylcyclopropanes

Sc(OTf)3-promoted [5 + 1] cycloaddition of vinylcyclopropanes with PhINTs is reported, enabling the regioselective preparation of a range of 1,2,3,6-tetrahydropyridine scaffolds under mild conditions. This represents the second example of a [5

Acylation of Alkenes with the Aid of AlCl3 and 2,6-Dibromopyridine

Friedel-Crafts-type acylation of alkenes with acyl chlorides has been successfully conducted with a wide substrate scope by the combined use of AlCl3 and 2,6-dibromopyridine. Trisubstituted alkenes afford allylketones or vinylketones depending on the presence or absence of hydrogen atom(s) at the β-position to the acylation site, while monosubstituted alkenes exclusively afford vinylketones.

Oxidative conversion of silyl enol ethers to α,β-unsaturated ketones employing oxoammonium salts

The oxidative conversion of silyl enol ethers to α,β-unsaturated ketones using a less-hindered class of oxoammonium salts (AZADO +BF4-) is described. The reaction proceeds via the ene-like addition of oxoammonium salts to silyl enol ethers.

Carbonylative addition of arylboronic acids to terminal alkynes: A new catalytic access to α,β-unsaturated ketones

The carbonylative addition of arylboronic acids to terminal alkynes under mild conditions affords (E)-α,β-unsaturated ketones with good yields. The reaction was achieved with chloro(1,5-cyclooctadiene)rhodium(I) dimer or chlorodicarbonylrhodium(I) dimer a

Amine-promoted, organocatalytic aziridination of enones

(Chemical Equation Presented) A novel method is presented using N-N ylides (prepared by in situ amination of a tertiary amine) for the aziridination of a range of enone systems. The amine may be used sub-stoichiometrically, and promising levels of enantioselectivity are observed with quinine as promoter.

An efficient synthesis of (E)-α,β-unsaturated ketones and esters with total stereoselectivity by using chromium dichloride

(E)-α,β-Unsaturated ketones 1 or esters 2 can be obtained with complete stereoselectivity by reaction of different 2-chloro-3-hydroxy ketones 3 or esters 4 and CrCl2. A comparative study of the results of synthesis of ketones 1 with CrCl2 or samarium is performed. A mechanism to explain both β-elimination reactions has been proposed.

Synthesis of (E)-α,β-unsaturated ketones with total or high diastereoselectivity by using samarium diiodide or triiodide

(E)-α,β-Unsaturated ketones are obtained by reaction of α-chloro-β-hydroxy ketones with samarium diiodide or with samarium triiodide with total or high diastereoselectivity and in good yield.

Palladium-catalyzed coupling reaction of acylzirconocene chlorides with hypervalent iodonium salts: Synthesis of aryl-substituted ketones

The palladium-catalyzed acylation reaction of alkenoyl- and alkanoylzirconocene chlorides with hypervalent iodonium salts afforded the acylated aromatic compounds under mild conditions.