71945-53-4

Upstream product

• 3218-36-8 4-Phenylbenzaldehyde 
• 14002-51-8 4-biphenyl-carboxylic acid chloride 
• 100-51-6 benzyl alcohol 
• 136618-42-3 4-iodobenzoic acid benzyl ester 
• 71-43-2 benzene 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 104-57-4 benzyl formate 
• 108-88-3 toluene 
• 92-92-2 biphenyl-4-carboxylic acid 
• 5896-17-3 2-(phenylmethoxy)benzaldehyde 
• 5447-87-0 2-(1-phenylethylidene)propanedinitrile 
• 1212022-43-9 benzyl 2-(acetoxymethyl)buta-2,3-dienoate 
• 121699-36-3 benzyltriethylammonium nitrite 
• 6976-20-1 1-([1,1′-biphenyl]-4-yl)-2-methylpropan-1-one 

Relevant academic research and scientific papers

Organocatalytic synthesis of (Het)biaryl scaffoldsviaphotoinduced intra/intermolecular C(sp2)-H arylation by 2-pyridone derivatives

A uniqueN,O-bidentate ligand 6-oxo-1,6-dihydro-pyridone-2-carboxylic acid dimethylamide (L1) catalyzed direct C(sp2)-H (intra/intermolecular) arylation of unactivated arenes has been developed to expedite access to (Het)biaryl scaffolds under UV-irradiation at room temperature. The protocol tolerated diverse functional groups and substitution patterns, affording the target products in moderate to excellent yields. Mechanistic investigations were also carried out to better understand the reaction pathway. Furthermore, the synthetic applicability of this unified approach has been showcasedviathe construction of biologically relevant 4-quinolone, tricyclic lactam and sultam derivatives.

Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters

A cheap, facile and metal-free photochemical protocol for the activation of aromatic aldehydes has been developed. Utilizing thioxanthen-9-one as the photocatalyst and cheap household lamps as the light source, a variety of aromatic aldehydes have been activated and subsequently converted in a one-pot reaction into amides, hydroxamic acids and esters in good to high yields. The applicability of this method was highlighted in the synthesis of Moclobemide, a drug against depression and social anxiety. Extended and detailed mechanistic studies have been conducted, in order to determine a plausible mechanism for the reaction.

Palladium-Catalyzed Carbonylative Synthesis of Benzyl Benzoates Employing Benzyl Formates as Both CO Surrogates and Benzyl Alcohol Sources

An efficient and convenient palladium-catalyzed carbonylation reaction for the synthesis of benzyl benzoates from aryl bromides has been developed. Benzyl formates have been explored as a new type of efficient and useful CO sources and also reaction partners. A wide range of benzyl benzoates was obtained in good to excellent yields.

Reusable ionic liquid-catalyzed oxidative esterification of carboxylic acids with benzylic hydrocarbons via benzylic Csp3-H bond activation under metal-free conditions

A metal-free protocol for the direct oxidative esterification of the Csp3-H bond in benzylic hydrocarbons with carboxylic acids using heterocyclic ionic liquid as catalyst has been reported. The catalyst 1-butylpyridinium iodide could be easily recycled and reused for at least four cycles without obvious loss of catalytic activity.

N-Methylpyrrolidin-2-one-Promoted Formation of Functional Esters through C–O Bond Cleavage

Trifluoromethanesulfonic acid catalyzed C–O bond cleavage leading to the preparation of functional esters in the presence of N-methylpyrrolidin-2-one (NMP) was accomplished. Various substrates were well tolerated, and a gram-scale experiment was successfully realized. DFT calculations indicated that NMP plays a decisive role in accelerating nucleophilic attack of the functional acid to generate the functional esters in chlorobenzene.

Phosphine-catalyzed addition/cycloaddition domino reactions of β′-Acetoxy allenoate: Highly stereoselective access to 2-oxabicyclo[3.3.1]nonane and Cyclopenta[a]pyrrolizine

Two classes of phosphine-catalyzed addition/cycloaddition domino reactions of β′-acetoxy allenoate 1 have been developed. The reaction of 1 with 2-acyl-3-methyl-acrylonitrile 2 readily occurs to give 2-oxabicyclo[3.3.1]nonane 3, furnishing the β′-addition

Copper catalyzed oxidative esterification of aldehydes with alkylbenzenes via cross dehydrogenative coupling

Copper(II) as the catalyst in a cross dehydrogenative coupling (CDC) reaction has been demonstrated for the synthesis of benzylic esters using aldehydes and alkylbenzenes as coupling partners.

Copper-catalyzed synthesis of esters from ketones. Alkyl group as a leaving group

The conversion of ketones to esters has been achieved through the use of Cu catalyst and tetrabutylammonium nitrite. This reaction involves the activation of the less activated C-C bond, and the alkyl group is removed as a leaving group. Various isopropyl ketones are found to be good substrates for this reaction.

Highly selective and efficient catalyst for carbonylation of aryl iodides: Dimeric palladium complex containing carbon-palladium covalent bond

Dimeric cyclometallated oxime palladium complex containing palladium-carbon covalent bond was found to efficiently catalyze the carbonylation reactions of aryl iodides with various alcohols to give esters in excellent yields with high selectivity. These complexes were also stable under a carbon monoxide atmosphere at high temperatures.