40991-79-5

Upstream product

• 25726-04-9 phenylglyoxylyl chloride 
• 103-49-1 dibenzylamine 
• 98-86-2 acetophenone 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 59019-10-2 1-Benzoyl-2-dibenzylamino-aethylen 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 492-37-5 hydratropic acid 
• 611-73-4 Benzoylformic acid 
• 25438-37-3 phenyl(trimethylsiloxy)acetonitrile 
• 4358-87-6 (RS)-methyl mandelate 
• 25370-09-6 dibenzylcarbamyl chloride 
• 98-88-4 benzoyl chloride 

Downstream Products

• 4410-32-6 N-benzyl-2-hydroxy-2-phenylacetamide 
• 87419-13-4 (±)-1-benzyl-3-hydroxy-3,4-diphenylazetidin-2-one 
• 138835-05-9 (±)-1-benzyl-3-hydroxy-3,4-diphenylazetidin-2-one 
• 84711-85-3 3-Benzyl-2,5-diphenyl-oxazolidin-4-one 
• 64201-01-0 3,4-diphenyl-1-benzyl-3-hydroxyazetidin-2-one 
• 100-52-7 benzaldehyde 
• 64201-09-8 3-isopropyl-2,2-dimethyl-5-phenyl-oxazolidin-4-one 
• 64201-03-2 3-hydroxy-1-isopropyl-4,4-dimethyl-3-phenyl-azetidin-2-one 
• 611-71-2 MANDELIC ACID 
• 780-25-6 N-benzylidene benzylamine 
• 103-49-1 dibenzylamine 
• 1613740-21-8 (S)-2-(dibenzylamino)-2-oxo-1-phenylethyl 3-phenylpropanoate 
• 1316843-32-9 (E)-methyl 5-(dibenzylamino)-4-((3-methoxy-3-oxoprop-1-en-1-yl)oxy)-5-oxo-4-phenylpent-2-ynoate 

Relevant academic research and scientific papers

One-Pot Synthesis of α-Ketoamides from α-Keto Acids and Amines Using Ynamides as Coupling Reagents

A one-pot strategy for α-keto amide bond formation have been developed by using ynamides as coupling reagents under extremely mild reaction conditions. Diversely structural α-ketoamides were afforded in up to 98% yield for 36 examples. This reaction features advantages such as practical coupling procedure, wide functional group tolerance, and extremely mild conditions and has potential applications in synthetic and medicinal chemistry.

Silyl Cyanopalladate-Catalyzed Friedel-Crafts-Type Cyclization Affording 3-Aryloxindole Derivatives

3-Aryloxindole derivatives were synthesized through a Friedel-Crafts-type cyclization. The reaction was catalyzed by a trimethylsilyl tricyanopalladate complex generated in situ from trimethylsilyl cyanide and Pd(OAc) 2. Wide varieties of diethyl phosphates derived from N -arylmandelamides were converted almost quantitatively into oxindoles. When N, N -dibenzylamide was used instead of an anilide substrate, a benzo-fused δ-lactam was obtained. An oxindole product was subjected to substitution reactions to afford 3,3-diaryloxindoles with two different aryl groups.

Cu(i)/{Nb6O19} catalyzed: N -acylation of arylacetic acids with amines under aerobic conditions

The method described herein is a general, efficient and green approach to synthesize α-ketoamides from arylacetic acids and amines. Employing a simple copper(i)/{Nb6O19} catalyst system, the reaction offers a facile process to give functionalized α-ketoamides from readily available arylacetic acids under aerobic conditions. The merit of this new strategy is that it expands the syntheses of α-ketoamides from stable, inexpensive and widely available acylation reagents such as arylacetic acids in one step.

Generation and Reaction of Carbamoyl Anions in Flow: Applications in the Three-Component Synthesis of Functionalized α-Ketoamides

Using a flow microreactor system, carbamoyllithium compounds were successfully generated and used for reactions with electrophiles to give various amides, including α-ketoamides. The present method could be applied to the three-component synthesis of functionalized α-ketoamides using a carbamoyllithium compound, methyl chloroformate, and a functionalized organolithium reagent. Go with the flow: Using a flow microreactor system, carbamoyllithium compounds were successfully generated and used to react with electrophiles to give various amides, including α-ketoamides. The method was applied to the three-component synthesis of functionalized α-ketoamides using a carbamoyllithium compound, methyl chloroformate, and a functionalized organolithium reagent. PMB=p-methoxybenzyl; FG=functional group.

Copper-catalyzed, hypervalent iodine mediated C=C bond activation of enaminones for the synthesis of α-keto amides

An unprecedented C=C bond cleavage of enaminones has been realized by means of copper catalysis in the presence of hypervalent iodine (PhI(OAc)2). The cascade transformation based on this bond cleavage leads to the synthesis of various α-keto amides. Isotope labeling experiments suggest that water has acted as a source of oxygen atoms during the generation of the new carbonyl group.

Benzoylformamides as new photocaged bases for photo-latent anion polymerization

Benzoylformamide (BFA) derivatives are proposed as new photocaged bases with good solubility in epoxy resin. Initially their structures were confirmed by 1H NMR, 13C NMR, and elemental analysis. Next, we detail their thermal stability, solubility behavior, and photolysis products. Furthermore, the model photo-latent anion polymerization (AP) of epoxide system in the presence of BFA-dBA (N,N-dibenzyl-2-oxo-2-phenylacetamide) as a photocaged base has been investigated, and excellent photopolymerization profile is obtained.

Metal-free tandem oxidative aryl migration and C-C bond cleavage: Synthesis of α-ketoamides and esters from acrylic derivatives

A novel tandem metal-free oxidative aryl migration/C-C bond-cleavage reaction, mediated by hypervalent iodine reagent, has been discovered. The presented transformation provided straightforward access to important α-ketoamide and α-ketoester derivatives from readily available acrylic derivatives via a concerted process of 1,2-aryl shift concomitant with C-C bond cleavage.

Aryl-palladium-NHC complex: Efficient phosphine-free catalyst precursors for the carbonylation of aryl iodides with amines or alkynes

A series of aryl-palladium-NHC compounds was prepared according to the reported methods and their catalytic activity in the carbonylation of aryl iodides to synthesize α-keto amides and alkynones was examined. These practical aryl-palladium-NHC complexes have shown highly efficient catalyzed carbonylation and Sonogashira carbonylation reactions, with high turnover number in synthesis of α-keto amides (TON = 4300) and in synthesis of alkynones (TON = 980).

A novel approach for the one-pot preparation of α-ketoamides by anodic oxidation

The direct oxidative synthesis of α-ketoamides via anodic oxidation was developed by using dioxygen as a reactant under mild conditions. This methodology has a broad substrate scope (aromatic amines, aliphatic amines and ammonium acetate) and opens up an interesting and attractive avenue for the synthesis of α-ketoamide derivatives.

Coupling of methyl ketones and primary or secondary amines leading to α-ketoamides

A metal-free oxidative coupling of methyl ketones and primary or secondary amines to α-ketoamides has been developed. Four intermediates, α-iodoketone, α-aminoketone, iminium intermediate, and α-hydroxy amine have been identified through a series of control experiments. The atom-economic methodology can be scaled-up, tolerates a variety of functional groups, and is operationally simple.