74082-02-3

Upstream product

• 67-56-1 methanol 
• 32727-59-6 4-methyl-1H-2-benzopyran 
• 201230-82-2 carbon monoxide 
• 611-15-4 1-methyl-2-vinyl-benzene 
• 644-36-0 o-methylphenylacetic acid 
• 7294-50-0 tri-o-tolylboroxine 
• 448-61-3 2,4,6-triphenylpyrylium tetrafluoroborate 
• 554-12-1 propanoic acid methyl ester 
• 95-46-5 2-methylphenyl bromide 
• 137144-15-1 (rac)-2-(2-methylphenyl)propanoic acid 

Relevant academic research and scientific papers

Palladium-Catalyzed Asymmetric Markovnikov Hydroxycarbonylation and Hydroalkoxycarbonylation of Vinyl Arenes: Synthesis of 2-Arylpropanoic Acids

Asymmetric hydroxycarbonylation is one of the most fundamental yet challenging methods for the synthesis of carboxylic acids. Herein, we reported the development of a palladium-catalyzed highly enantioselective Markovnikov hydroxycarbonylation of vinyl arenes with CO and water. A monodentate phosphoramidite ligand L6 plays vital role in the reaction. The reaction tolerates a range of functional groups, and provides a facile and atom-economical approach to an array of 2-arylpropanoic acids including several commonly used non-steroidal anti-inflammatory drugs. The catalytic system has also enabled an asymmetric Markovnikov hydroalkoxycarbonylation of vinyl arenes with alcohols to afford 2-arylpropanates. Mechanistic investigations suggested that the hydropalladation is irreversible and is the regio- and enantiodetermining step, while hydrolysis/alcoholysis is probably the rate-limiting step.

Deaminative Arylation of Amino Acid-derived Pyridinium Salts

A Suzuki-Miyaura cross-coupling of α-pyridinium esters and arylboroxines has been developed. Combined with formation of the pyridinium salts from amino acid derivatives, this method enables amino acid derivatives to be efficiently transformed into α-aryl

Iridium-Catalyzed α-Methylation of α-Aryl Esters Using Methanol as the C1 Source

IrCl(cod)2]/dppe-catalyzed α-methylation of aryl esters using methanol as the C1 source was developed. This methylation process is useful in several fields including organic chemistry, biochemistry, and medicinal chemistry. Readily available methanol as methylation reagent was successfully adapted. The reaction processed high atom economy and efficient. By applying the reaction system, the synthesis method of naproxen was provided.

A recyclable CO surrogate in regioselective alkoxycarbonylation of alkenes: Indirect use of carbon dioxide

Herein, we report a Pd-catalysed alkoxycarbonylation of alkenes based on the use of a recyclable CO2 reduction product, the crystalline and air-stable N-formylsaccharin, as a CO surrogate. The carbonylation proceeds under ambient conditions in an exceptionally complementary regioselective fashion yielding the desired branched products from styrene derivatives and valuable linear esters from alkyl-substituted alkenes.

Palladium-catalyzed α-arylation of zinc enolates of esters: Reaction conditions and substrate scope

The intermolecular α-arylation of esters by palladium-catalyzed coupling of aryl bromides with zinc enolates of esters is reported. Reactions of three different types of zinc enolates have been developed. α-Arylation of esters occurs in high yields with i

Highly regioselective anti-markovnikov palladium-borate-catalyzed methoxycarbonylation reactions: Unprecedented results for aryl olefins

(Chemical Equation Presented) A general, highly efficient and regioselective methoxycarbonylation, by means of a palladium-salicylicborate- catalyzed protocol, of terminal alkyl and aryl olefins is described. The substrates include aliphatic alkenes, allylbenzenes, and styrene derivatives. The yields are very good (60-92%) and the regioselectivity, in favor of the linear ester, is up to quantitative - unprecedented in the case of styrenes.

Hydroesterification Reactions with Palladium-Complexed PAMAM Dendrimers Immobilized on Silica

Highly active, recyclable catalytic systems for the hydroesterification reaction of olefins with methanol and carbon monoxide were prepared by complexing various palladium species to generation zero through four PAMAM dendrimers immobilized on silica. The silica-dendrimer-Pd(PPh3) 2 complexes were the most facile recyclable catalysts and could be recycled four to six times by filtration under air. These catalysts show selectivity for the linear reaction product.

Hydroesterification of Olefins Catalyzed by Pd(OAc)2 Immobilized on Montmorillonite

Palladium acetate immobilized on montmorillonite is an efficient catalyst for the hydroesterification of olefins with carbon monoxide and methanol, in the presence of triphenylphosphine and an acid promoter, affording branched chain esters.The reaction is regiospecific for aryl olefins as well as for vinyl benzoate and regioselective for aliphatic olefins.