71910-56-0

Upstream product

• 40669-47-4 N-methyl-N,2-diphenylacetamide 
• 93-89-0 benzoic acid ethyl ester 
• 36602-08-1 (N-methylanilino)acetonitrile 
• 1206912-98-2 N-(2-bromophenyl)-N-methyl-2-oxo-2-phenylacetamide 
• 120-72-9 indole 
• 32119-53-2 N-methyl-N-phenacylaniline 
• 100-61-8 N-methylaniline 
• 121-69-7 N,N-dimethyl-aniline 
• 530-48-3 1,1-Diphenylethylene 
• 611-73-4 Benzoylformic acid 
• 103-82-2 phenylacetic acid 
• 100-52-7 benzaldehyde 
• 25438-37-3 phenyl(trimethylsiloxy)acetonitrile 
• 4358-87-6 (RS)-methyl mandelate 

Downstream Products

• 22136-54-5 N-methyl-1,3-dihydro-3,3-diphenyl-2H-indol-2-one 
• 5455-72-1 2-(N-methyl-N-phenylamino)-1-phenylethanol 
• 40669-47-4 N-methyl-N,2-diphenylacetamide 
• 1228377-93-2 2-azido-N-methyl-N,2-diphenylacetamide 
• 3335-97-5 1-methyl-3-phenylindolin-2-one 
• 1613740-03-6 (S)-2-(methyl(phenyl)amino)-2-oxo-1-phenylethyl 3-phenylpropanoate 
• 5554-40-5 N-methyl-benzilanilide 

Relevant academic research and scientific papers

Cobalt-catalyzed direct α-hydroxymethylation of amides with methanol as a C1 source

Herein, we report a cobalt-catalyzed α-hydroxymethylation of amides with methanol under mild conditions. Using CoCl2·6H2O as an inexpensive and efficient catalyst, some important bioactive β-hydroxyamides were obtained in moderate to excellent yields. The

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.

1,2-dicarbonyl compound and synthesis method thereof

The invention discloses a method for synthesizing a 1,2-dicarbonyl compound (1,2-dicarbonylamide or alpha-diketone compound), wherein 1,2-dicarbonyl thioester compounds used as 1,2-dicarbonyl reagentsreact with amine compounds or boric anhydride compounds under appropriate conditions to respectively synthesize a series of 1,2-dicarbonyl compounds. According to the present invention, the 1,2-dicarbonyl compound is obtained by using the stable 1,2-dicarbonyl thioester compound as the dicarbonylation reagent through one-step construction under mild conditions, such that the disadvantage that thetraditional method uses the unstable alpha-carbonyl acyl chloride to synthesize the 1,2-dicarbonyl compound is avoided.

Photoredox-Catalyzed Tandem Demethylation of N,N-Dimethyl Anilines Followed by Amidation with α-Keto or Alkynyl Carboxylic Acids

We report herein, a biomimetic approach for highly selective monodemethylation of N,N-dimethyl anilines to generate secondary amines and subsequent coupling with α-ketocarboxylic acids or alkynyl carboxylic acids to form α-ketoamides or alkynamides respectively under visible light photoredox catalyst in a single operation. From the deuterium-labeling experiment, it was probed that demethylation is the slowest step in this tandem process. Whereas, control experiments and spectroscopic studies revealed that photoredox catalyst is also involved in the subsequent amidation step. The reaction proceeds smoothly at room temperature providing moderate to excellent yield of the coupling products. The amides have also been converted to a series of biologically active spiro compounds. (Figure presented.).

Site-Selective Conversion of Azido Groups at Carbonyl α-Positions to Diazo Groups in Diazido and Triazido Compounds

This paper reports on the selective conversion of alkyl azido groups at the carbonyl α-position to diazo compounds. Through β-elimination of dinitrogen, followed by hydrazone formation/decomposition, α-azidocarbonyl moieties were transformed into α-diazo carbonyl groups in one step. As these reaction conditions do not involve aryl or general alkyl azides, site-selective conversions of di- and triazides were achieved. Through this method, the successive site-selective conjugation of the triazido molecule with three different components is demonstrated.

Synthesis of α-Keto Amides by a Pyrrolidine/TEMPO-Mediated Oxidation of α-Keto Amines

A mild procedure has been developed for the synthesis of α-keto amides by α-oxidation of the corresponding α-keto amines mediated by pyrrolidine and TEMPO. The method can also be applied to the synthesis of α-keto thioamides and α-keto amidines.

Potassium Phosphate-Catalyzed Chemoselective Reduction of α-Keto Amides: Route to Synthesize Passerini Adducts and 3-Phenyloxindoles

A chemoselective reduction of α-keto amides to biologically important α-hydroxy amides (mandelamides) by polymethylhydrosiloxane (PMHS) using 5 mol% potassium phosphate (K3PO4) as catalyst has been developed. This transition metal-free protocol discloses excellent chemoselectivity for the ketone reduction of α-keto amides in the presence of other reducible functionalities like ketone, nitro, halides, nitrile and amide. Also, the chemoselectively reduced α-hydroxy amide has been derivatized to isocyanide-free Passerini adducts. The N-alkyl-α-hydroxy amides have been successfully converted to 3-phenyloxindole derivatives by treatment with methanesulfonyl cholride and triethylamine.

Oxidative cross-dehydrogenative coupling of amines and α-carbonyl aldehydes over heterogeneous Cu-MOF-74 catalyst: A ligand- and base-free approach

A crystalline porous metal-organic framework Cu-MOF-74 was synthesized and its properties were examined by a host of techniques, including X-ray powder diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), Fourier transform infrared (FT-IR), atomic absorption spectrophotometry (AAS), and nitrogen physisorption measurements. The Cu-MOF-74 exhibited high activity in oxidative cross-dehydrogenative coupling of amines and α-carbonyl aldehydes to form α-ketoamides using air oxidant. High yields were achieved in the presence of a catalytic amount of the Cu-MOF without any added ligand and base. The activity of Cu-MOF-74 was showed to be higher than that of other frequently reported Cu-MOFs and comparable to common copper salts. Large pore aperture was proposed to strongly contribute to Cu-MOF-74 activity. Furthermore, leaching test indicated no contribution from homogeneous leached species and the catalyst could be recovered and reused several times without a significant degradation in catalytic activity.

Chemoselective Reductive Deoxygenation and Reduction of α-Keto Amides by using a Palladium Catalyst

A palladium catalyst is used to synthesize 2,N-diphenylacetamides and α-hydroxy amides from readily available α-keto amides by chemoselective reductive deoxygenation and chemoselective reduction using polymethylhydrosiloxane (PMHS). This methodology has t

Rhodium(I)-Catalyzed Intermolecular Hydroacylation of α-Keto Amides and Isatins with Non-Chelating Aldehydes

The application of the bidentate, electron-rich bisphosphine ligand, 1,3-bis(dicyclohexyl)phosphine-propane (dcpp), in rhodium(I)-catalyzed intermolecular ketone hydroacylation is herein described. Isatins and α-keto amides are shown to undergo hydroacylation with a variety of non-chelating linear and branched aliphatic aldehydes. Also reported is the synthesis of new bidentate chiral phosphine ligands, and their application in hydroacylation is discussed.