52181-17-6

Upstream product

• 71173-20-1 2-hydroxy-N-(p-tolyl)propanamide 
• 64-17-5 ethanol 
• 106-49-0 p-toluidine 
• 10026-13-8 phosphorus pentachloride 
• 127-17-3 2-oxo-propionic acid 
• 5704-66-5 pyruvoyl chloride 
• 7175-47-5 4-methylphenyl isocyanide 
• 75-36-5 acetyl chloride 

Downstream Products

• 71173-20-1 2-hydroxy-N-(p-tolyl)propanamide 
• 81931-34-2 1-phenyl-3-cis-7aH methyl-hexahydro-1H-pyrrolo<1,2-a>imidazolin-2-one 
• 81931-34-2 1-phenyl-3-trans-7aH methyl-hexahydro-1H-pyrrolo<1,2-a>imidazolin-2-one 
• 107905-20-4 E-pyruvic acid p-tolylamide thiosemicarbazone 

Relevant academic research and scientific papers

Catalyst- and Additive-Free Chemoselective Transfer Hydrogenation of α-Keto Amides to α-Hydroxy Amides by Sodium Formate

A catalyst- and additive-free chemoselective transfer hydrogenation of α-keto amides to α-hydroxy amides is easily achieved by using sodium formate as a hydrogen source. The utility of this method is demonstrated by gram-scale synthesis and transformation of the resultant α-hydroxy amides into polysubstituted acetamides and 2-arylindole derivatives. Control experiments suggest that the NH group of α-keto amides is crucial for the chemoselective reduction through the formation of hydrogen bonds.

Catalyst-free three-component synthesis of highly functionalized 2,3-dihydropyrroles

An efficient synthesis of fully substituted 2,3-dihydropyrroles has been achieved in one step through the three-component reaction of amines, aromatic aldehydes and α-ketoamides. This atom-economical and catalyst-free reaction is highly stereoselective and generates underexplored heterocycles in a single step. These compounds were examined in an enzymatic assay that led to the identification of potent α-glucosidase inhibitors, thereby demonstrating the utility of this novel methodology in medicinal chemistry.

Novel synthesis of tetrahydro-1H-pyrrolo[1,2-a]imidazol-2-ones via decarboxylative cyclization reaction of α-amino acids and α-ketoamides

An efficient and practical method was developed for the synthesis of tetrahydro-1H-pyrrolo[1,2-a]imidazol-2-ones based on the decarboxylative cyclization reaction of α-ketoamides and proline. In most cases, tetrahydro-1H-pyrrolo[1,2-a]imidazol-2-ones were obtained with perfect diastereoselectivity to give trans-isomer in excellent yield.

Selective Carbonyl?C(sp3) Bond Cleavage To Construct Ynamides, Ynoates, and Ynones by Photoredox Catalysis

Carbon–carbon bond cleavage/functionalization is synthetically valuable, and selective carbonyl?C(sp3) bond cleavage/alkynylation presents a new perspective in constructing ynamides, ynoates, and ynones. Reported here is the first alkoxyl-radical-enabled carbonyl?C(sp3) bond cleavage/alkynylation reaction by photoredox catalysis. The use of novel cyclic iodine(III) reagents are essential for β-carbonyl alkoxyl radical generation from β-carbonyl alcohols, including alcohols with high redox potential (EoxP>2.2 V vs. SCE in MeCN). β-Amide, β-ester, and β-ketone alcohols yield ynamides, ynoates, and ynones, respectively, for the first time, with excellent regio- and chemoselectivity under mild reaction conditions.

Synthesis of Polycyclic Imidazolidinones via Amine Redox-Annulation

α-Ketoamides undergo redox-annulations with cyclic secondary amines, such as 1,2,3,4-tetrahydroisoquinoline, pyrrolidine, piperidine, and morpholine. Catalytic amounts of benzoic acid significantly accelerate these transformations. This approach provides

Z ISOMERS OF PYRUVIC ACID AMIDE THIOSEMICARBAZONES

Treatment of the amphi isomers of acetylformamidoxime thiosemicarbazones with nitrous acid does not effect the thiosemicarbazone residue and leads to previously unknown Z isomers of pyruvic acid amide thiosemicarbazones.