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 
• 72206-40-7 1-phenylhept-1-yn-3-ol 
• 73922-80-2 1-phenylhept-2-yn-1-ol 
• 110-62-3 pentanal 
• 70-11-1 α-bromoacetophenone 

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 
• 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 
• 113474-95-6 1-phenyl-(2E,4E)-hepta-2,4-dien-1-one 
• 108401-99-6 ((1R,2R)-2-butylcyclopropyl)(phenyl)methanone 

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.

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.

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

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.

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.

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

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.