99334-60-8

Upstream product

• 51552-98-8 3-phenylbutanoyl chloride 
• 100-66-3 methoxybenzene 
• 22966-19-4 trans-4'-methoxychalcone 
• 917-54-4 methyllithium 
• 75-16-1 methylmagnesium bromide 
• 30925-53-2 (2Z)-1-(4-methoxyphenyl)-3-phenylprop-2-en-1-one 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 1730-25-2 allylmagnesium bromide 
• 623-12-1 4-chloromethoxybenzene 
• 16251-77-7 3-Phenylbutyraldehyde 
• 7464-44-0 4-methoxy-N-(1-methylethyl)benzamide 
• 98-83-9 isopropenylbenzene 
• 1309583-71-8 (E)-1-(4-methoxyphenyl)-3-phenylbut-2-en-1-one 
• 1504-72-9 ethyl 3-phenylbut-2-enoate 

Relevant academic research and scientific papers

Rhenium complex-catalyzed coupling reaction of enol acetates with alcohols

The reaction of enol acetates with alcohols in the presence of a catalytic amount of a rhenium complex, such as ReBr(CO)5, produced the corresponding ketones and aldehydes in moderate to good yields. It was suggested that the preparation of an ether, an intermolecular dehydrated product, was the first step of the reaction.

Catalytic Asymmetric Transfer Hydrogenation of trans-Chalcone Derivatives Using BINOL-derived Boro-phosphates

Chiral phosphoric-acid-catalyzed asymmetric reductions of trans-chalcones have been investigated in this work. A BINOL-derived boro-phosphate-catalyzed asymmetric transfer hydrogenation of the carbon-carbon double bond of trans-chalcone derivatives employing borane as a hydride source was realized. This methodology provides a convenient procedure to access chiral dihydrochalone derivatives in high yields and with high enantioselectivities under mild conditions.

Iron-Catalyzed α-Alkylation of Ketones with Secondary Alcohols: Access to β-Disubstituted Carbonyl Compounds

An iron-catalyzed borrowing hydrogen strategy has been applied in the synthesis of β-branched carbonyl compounds. Various secondary benzylic and aliphatic alcohols have been used as alkylating reagents under mild reaction conditions. The ketones have been

Ketone Synthesis by Direct, Orthogonal Chemoselective Hydroacylation of Alkenes with Amides: Use of Alkenes as Surrogates of Alkyl Carbanions

Direct functionalization of alkenes and direct transformation of carboxamides are two exciting areas that have attracted considerable attention in recent years. We report herein that secondary amides, the least reactive derivatives of carbonyl compounds, upon activated with triflic anhydride, can serve as effective hydroacylating reagents in partner with alkenes to yield ketones at ambient temperature. The method was applied to the one-step synthesis of racemic dihydro-ar-turmerone. In this method, alkenes serve as surrogates of organometallic reagents, which allows the orthogonal chemoselective reactions. The ready availability of many olefins such as camphene and norbornene permits one-step ketone synthesis that would require several steps by conventional methods.

Rhenium-catalyzed α-alkylation of enol acetates with alcohols or ethers

When benzylic and allylic alcohols were treated with enol acetate in the presence of a catalytic amount of a rhenium complex, ReBr(CO)5, the carbon-carbon bond formation of the alcohols and enol acetate smoothly proceeded to give the corresponding ketones and aldehyde in moderate to good yields. For the reaction of allylic alcohols, γ,δ-unsaturated carbonyl compounds were obtained in good yields. When ethers were used instead of alcohols as the alkylated agent, two alkyl moieties on the ethers were utilized on the reaction.

Deaminative and decarboxylative catalytic alkylation of amino acids with ketones

It cuts two ways: The cationic [Ru-H] complex catalyzes selective coupling of α- and β-amino acids with ketones to form α-alkylated ketone products. The reaction involves C-C and C-N bond cleavage which result in regio- and stereoselective alkylation using amino acids. A broad substrate scope and high functional-group tolerance is demonstrated. Copyright

Direct acylation of aryl chlorides with aldehydes by palladium-pyrrolidine Co-catalysis

A palladium catalyst system has been developed that allows for the direct acylation of aryl chlorides with aldehydes. The choice of ligand, as well as the presence of pyrrolidine and molecular sieves is shown to be critical to the catalysis, which appears to proceed via an enamine intermediate. The reaction was successful for a wide range of aryl chlorides and tolerant of functionality on the aldehyde component, giving easy access to alkyl aryl ketones in modest to good yields.

Effect of InCl3 on the addition of Grignard reagents to α,β-unsaturated carbonyl compounds

Control of 1,2- versus 1,4-addition of organometallic reagents to enones remains a long-standing problem. There is still no satisfactory 1,2-directing agent comparable to the 1,4-directing effect of copper salts. We report that the presence of just 5 mol% indium(III) chloride can significantly alter the amount of 1,2-product formed in these reactions.

Effect of methyl substitution on the intramolecular triplet deactivation of p-methoxy-β-phenylpropiophenone

The photochemistry of several methyl-substituted p-methoxy-β-phenylpropiophenones (1-5) has been examined by nanosecond laser photolysis using 337-nm laser excitation.The ketone triplets decay by intramolecular β-aryl quenching of the carbonyl in a well-k

SELECTIVE 1,2-ADDITION OF ORGANOCERIUM(III) REAGENTS TO α,β-UNSATURATED CARBONYL COMPOUNDS

Organocerium(III) reagents react with α,β-unsaturated carbonyl compounds to afford 1,2-addition products in higher regioselectivity in comparison with organolithiums and the Grignard reagents.This selective 1,2-addition of organocerium reagents is considered to proceed through a polar pathway.