451-25-2

Upstream product

• 36238-22-9 4-p-Tolyl-penten-⁽³⁾-on-⁽²⁾ 
• 33604-67-0 (4-methylphenyl)azo 4-methylphenyl sulfone 
• 3102-33-8 trans-3-penten-2-one 
• 5395-43-7 tri(p-tolyl)antimony 
• 121946-72-3 2-Methyl-2-(2-p-tolyl-propyl)-[1,3]dioxolane 
• 143398-25-8 (1S,2R)-1,2-Dimethyl-2-p-tolyl-cyclopropanol 
• 1569-50-2 3-penten-2-ol 
• 624-31-7 4-tolyl iodide 
• 3160-38-1 (E)-4-p-tolylbut-3-en-2-one 
• 917-54-4 methyllithium 
• 87856-04-0 chlorobis(4-methylphenyl)antimony 
• 506-82-1 dimethylcadmium 
• 544-97-8 dimethyl zinc(II) 
• 106-38-7 para-bromotoluene 

Downstream Products

• 586-89-0 4-acetyl-benzoic acid 
• 122-00-9 para-methylacetophenone 
• 17701-23-4 4-p-tolyl-pentan-2-one semicarbazone 
• 61235-22-1 4-p-Tolyl-2-trimethylsilyloxy-penten-⁽¹⁾ 
• 100-21-0 terephthalic acid 
• 61235-23-2 6-p-Tolyl-2-hydroxy-2-methyl-heptanon-⁽⁴⁾ 
• 38142-58-4 (+/-)-ar-turmerone 

Relevant academic research and scientific papers

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.

Palladium-catalyzed site-selective arylation of aliphatic ketones enabled by a transient ligand

Transition metal-catalyzed direct C-H bond functionalization enabled by transient ligands has become an attractive topic. Here we report a palladium-catalyzed site-selective arylation of β-C(sp3)-H bonds in aliphatic ketones with β-alanine as the transient ligand.

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.

InCl3/Me3SiBr-catalyzed direct coupling between silyl ethers and enol acetates

A combined Lewis acid catalyst of InCl3 and Me3SiBr promoted the direct use of enol acetates in the coupling with low-reactive silyl ethers, in which functional groups including ketones and aldehydes survived. Sterically hindered silyl ethers such as ROSiEt3, ROSiPh3, ROSit-BuMe2, and ROSii-Pr3 were also applicable.

α-Alkylation of carbonyl compounds by direct addition of alcohols to Enol acetates

A practical α-alkylation of ketones and aldehydes has been achieved by the direct addition of alcohols to enol acetates. The moderate Lewis acidity of InI3, CaBr3, and FeBr3 is a key factor in the catalytic cycle, and many different alcohols and enol acetates have been successfully used in this procedure.

Synthesis of β-aryl ketones by tetraphosphine/palladium catalysed Heck reactions of 2- or 3-substituted allylic alcohols with aryl bromides

Through the use of [PdCl(C3H5)]2/cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane as a catalyst, a range of aryl bromides undergoes Heck reaction using 2- or 3-subtituted allylic alcohols. With these sterically congested alkenes, the selective formation of β-aryl ketones was observed when appropriate reaction conditions were used. The influence of the functional group on the aryl bromide and of the base on the selectivity is remarkable. With several substrates, much higher selectivities were obtained using NaHCO3 instead of K2CO3 as base. Furthermore, this catalyst can be used at low loading with several substrates.

Palladium(II)-Catalyzed Conjugate Addition of Aromatics to α,β-Unsaturated Ketones and Aldehydes with Arylantimony Compounds

Triarylstibines react with α,β-unsaturated ketones and aldehydes in acetic acid at room temperature in the presence of AgOAc and a catalytic amount of Pd(OAc)2 to afford the conjugate addition products (the formal hydroarylated compounds to an olefinic part) in good yields. In contrast, diarylantimony chlorides, arylantimony dichlorides, and diphenylantimony acetate react with the enones and enals even in the absence of AgOAc to afford the same products in higher yields compared with those from triarylstibines. These are new C-C bond-forming reactions using arylantimony(III) compounds in which the formation of a palladium enolate or a trivalent antimony enolate is proposed as an intermediate.

Palladium(II)-catalyzed hydroarylation of α,β-unsaturated aldehydes and ketones with triarylstibines in the presence of silver acetate

Triarylstibines react with α,β-unsaturated aldehydes and ketones in acetic acid at 25°C in the presence of silver acetate and a catalytic amount of palladium(II) acetate to afford the hydroarylation products by conjugate addition in good yields.

Electrochemically Promoted Cyclocoupling of 1,3-Dienes or Styrenes with Aliphatic Carboxylic Esters

The cathodic cyclocoupling of 1,3-dienes 1 with aliphatic esters 2 is promoted by a magnesium electrode and yields homologs of 3-cyclopentenol.Under similar reaction conditions, the coupling of styrenes with 2 affords 2-phenylcyclopropanol derivatives, an

REACTIONS OF ARYLAZO ARYL SULFONES WITH α,β-UNSATURATED ESTERS AND KETONES CATALYZED BY PALLADIUM(0) COMPLEX

The palladium(0) catalyzed reactions of arylazo aryl sulfones (1) with α,β-unsaturated esters in benzene give aryl-substituted esters as major products and hydroarylated esters as minor products.The reactions of 1 with acyclic α,β-unsaturated ketones give considerable amounts of hydroarylated ketones and aryl-substituted ketones under similar conditions, whereas the reactions of 1 with cyclic α,β-unsaturated ketones afforded selectively hydroarylated compounds and no formation of aryl-substituted ketones was found.A plausible reaction mechanism is proposed.Key words: Arylazo aryl sulfones; palladium(0) catalyst; arylation; α,β-unsaturated carbonyl compounds; diarylpalladiumII) intermediate; catalytic cycle.