50916-16-0

Upstream product

• 103-82-2 phenylacetic acid 
• 108-44-1 1-amino-3-methylbenzene 
• 201230-82-2 carbon monoxide 
• 108-88-3 toluene 
• 625-95-6 3-Iodotoluene 
• 103-81-1 Benzeneacetamide 
• 260783-80-0 N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate 
• 99-08-1 1-methyl-3-nitrobenzene 
• 13939-06-5 molybdenum hexacarbonyl 
• 103-80-0 phenylacetyl chloride 

Downstream Products

• 78103-49-8 m-tolyl-carboximidoyl chloride 
• 79249-40-4 2-chloro-7-methyl-2-phenylquinoxaline 
• 79249-41-5 N-(α-oximinophenylacetyl)-m-toluidine 
• 100-47-0 benzonitrile 
• 73863-47-5 2-chloro-7-methyl-3-phenyl-quinoline 
• 73863-52-2 7-methyl-3-phenylquinoline 
• 28193-71-7 2-oxo-2-phenyl-N-(m-tolyl)acetamide 
• 85274-35-7 Dimethyl-[2-(7-methyl-3-phenyl-quinolin-2-ylsulfanyl)-ethyl]-amine 

Relevant academic research and scientific papers

Palladium Catalyzed Aminocarbonylation of Benzylic Ammonium Triflates with Nitroarenes: Synthesis of Phenylacetamides

A palladium catalyzed reductive aminocarbonylation of benzylic ammonium triflates with nitroarenes for the synthesis of phenylacetamides was developed. Using Pd(acac)2/DPPF catalyst system, a range of different substituted phenylacetamides were prepared in moderate to good yields from benzylic ammonium triflates and nitroarenes through Csp3?N bond cleavage. A variety of alkyl, aryl, and halide substituents on both substrates can be used, and many useful functional groups can be tolerated. (Figure presented.).

Sulfonium Salts as Alkylating Agents for Palladium-Catalyzed Direct Ortho Alkylation of Anilides and Aromatic Ureas

A novel method for the ortho alkylation of acetanilide and aromatic urea derivatives via C-H activation was developed. Alkyl dibenzothiophenium salts are considered to be new reagents for the palladium-catalyzed C-H activation reaction, which enables the transfer of methyl and other alkyl groups from the sulfonium salt to the aniline derivatives under mild catalytic conditions.

Tetramethyl Orthosilicate (TMOS) as a Reagent for Direct Amidation of Carboxylic Acids

Tetramethyl orthosilicate (TMOS) is shown to be an effective reagent for direct amidation of aliphatic and aromatic carboxylic acids with amines and anilines. The amide products are obtained in good to quantitative yields in pure form directly after workup without the need for any further purification. A silyl ester as the putative activated intermediate is observed by NMR methods. Amidations on a 1 mol scale are demonstrated with a favorable process mass intensity.

Efficient and Mild Ullmann-Type N-Arylation of Amides, Carbamates, and Azoles in Water

A simple, sustainable, efficient, mild, and low-cost protocol was developed for d-glucose-assisted Cu-catalyzed Ullmann reactions in water for amides, carbamates, and nitrogen-containing heterocycles. The reaction was compatible with diverse aryl/heteroaryl iodides, giving highly substituted pyridine, indole, or indazole rings. This method offers an attractive alternative to existing protocols, because the reaction proceeds in aqueous media, occurs at or near ambient temperature, and provides the N-arylated products in good to high yields.

Metal-free hydration of ynamides: Convenient approach to amides

The trifluoroacetic acid (TFA) mediated hydration of ynamides was developed, which is an efficient approach for the synthesis of N-monosubstituted amides. This convenient method is effective with a wide range of substrates under room temperature condition, and the products are obtained in high to excellent yields through an easy work-up process.

Carboxyl activation of 2-mercapto-4,6-dimethylpyrimidine through n-acyl-4,6-dimethylpyrimidine-2-thione: A chemical and spectrophotometric investigation

2-Mercapto-4,6-dimethylpyrimidine, as effective carboxyl activating group, has been successfully proved by converting it into respective acyl derivatives and the subsequent conversion to the amides and esters respectively using amines, amino alcohols and alcohols. The aminolysis and esterification were monitored chemically and spectrophotometrically. This paved way to establish that the above mercaptopyrimidine derivative is an efficient carboxyl activating group applicable in solid phase peptide synthesis.

Amide bond formation via C(sp3)-H bond functionalization and CO insertion

An efficient method for the synthesis of amides via Pd-catalyzed oxidative carbonylation of C(sp3)-H bonds with CO and amines is described. The route efficiently provides substituted phenyl amides from alkanes.

A straightforward synthesis of N-monosubstituted α-keto amides via aerobic benzylic oxidation of amides

An efficient sodium bicarbonate promoted aerobic oxidation reaction to prepare N-monosubstituted α-keto amides in the presence of n-tetrabutylammonium hydrogensulfate (TBAHS) was described. This reaction provides a very simple and convenient synthetic route to N-monosubstituted α-keto amides from easily available aryl- or heteroarylacetamides in good to high yields without using toxic reagents and harsh conditions.

The catalytic activity of titania nanostructures in the synthesis of amides under solvent-free conditions

Different shapes and phases of titania nanostructures with the uniform size distribution were synthesized by hydrothermal sol-gel technique. The influence of annealing temperature on the crystalline character, size and phase of the prepared nanomaterials were evidenced from the diffraction analysis. Infrared spectroscopic analysis ensured the structural confirmation of the sulfated titania nanostructures. Catalytic activity of the synthesized nanometric materials in direct amidation of aromatic and aliphatic carboxylic acids with aromatic amines was evaluated. Among the materials studied, sulfated titania nanotubes with the anatase phase exhibited excellent catalytic activity. The employed solvent-free protocol is greener and eradicates the drawbacks associated with the hazardous solvents employed in the prevailing solution phase methodologies.