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Upstream product

• 7495-11-6 N-(4-bromophenyl)-2-phenylacetamide 
• 106-40-1 4-bromo-aniline 
• 103-80-0 phenylacetyl chloride 
• 60-12-8 2-phenylethanol 
• 25726-04-9 phenylglyoxylyl chloride 
• 14917-59-0 p-bromobenzoyl azide 
• 611-73-4 Benzoylformic acid 
• 2493-02-9 4-bromophenyl isocyanate 
• 98-86-2 acetophenone 
• 33554-73-3 1-bromo-4-isocyanobenzene 
• 65-85-0 benzoic acid 
• 98-85-1 1-Phenylethanol 
• 100-42-5 styrene 
• 60592-84-9 N-(4-bromophenyl)cyanamide 

Downstream Products

• 91851-17-1 2-((4-bromophenyl)amino)-1-phenylethan-1-ol 

Relevant academic research and scientific papers

Rapid assembly of α-ketoamides through a decarboxylative strategy of isocyanates with α-oxocarboxylic acids under mild conditions

A simple and practical method for α-ketoamide synthesis via a decarboxylative strategy of isocyanates with α-oxocarboxylic acids is described. The reaction proceeds at room temperature under mild conditions without an oxidant or an additive, showing good substrate scope and functional compatibility. Moreover, the applicability of this method was further demonstrated by the synthesis of various bioactive molecules and different application examples through a two-step one-pot operation.

Synthetic method of alpha-keto amide compound

The invention discloses a synthesis method of an alpha-keto amide compound, which comprises the following steps: mixing a benzoyl azide compound as shown in a chemical formula I with a benzoyl formicacid compound as shown in a chemical formula II, and reacting to obtain an alpha-keto amide compound as shown in a chemical formula III; in the formula, R1 is a monosubstituted or polysubstituted group on a benzene ring; R2 is a group that is not H; the synthesis method can be used for efficiently synthesizing the functionalized alpha-ketoamide compound, has the advantages of simple synthesis steps, safety in operation, good compatibility of the synthesis method to functional groups and high atom economy, and is easy for industrial synthesis.

Ru-g-C3N4as a highly active heterogeneous catalyst for transfer hydrogenation of α-keto amide into β-aminol or α-hydroxyl amide

This work reports a sustainable route for the catalytic transfer hydrogenation (CTH) of α-keto amide into β-aminol via an efficient heterogeneous catalyst wherein ruthenium is incorporated on an active graphite sheet of a carbon nitride support (Ru-g-C3N4). Other different metals like Ni or Pd were also screened with the same support but none of them showed efficient activity. Although, partial hydrogenation of ketone to alcohol has also been observed based on the optimization of the reaction parameters using all of the above catalysts. The catalyst has been characterized using field emission gun scanning electron microscopy (FEG-SEM), X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), infra-red (IR) spectroscopy and thermogravimetric analysis (TGA). Furthermore, the catalyst has been recycled and further characterized and does not show any significant changes in its reactivity for the CTH process. Ru-g-C3N4 as a recyclable heterogenous catalyst has been used for the first time for the CTH of α-keto amide into β-aminol, making the process sustainable because economical and environmentally benign isopropyl alcohol is used as a solvent system. The proposed catalytic system shows a wide scope of substrates for α-hydroxyamide and β-aminol derivatives, which were confirmed from 1H and 13C-NMR. This journal is

Copper-catalyzed oxidative cleavage of Passerini and Ugi adducts in basic medium yielding α-ketoamides

The aerobic oxidative cleavage of Passerini and Ugi adducts in the presence of base and copper(i) iodide is studied in detail. The oxidative cleavage yields α-ketoamides along with acids and amides from Passerini and Ugi adducts respectively. Mechanistic investigations revealed that the reaction proceeds via a radical pathway involving molecular oxygen. Control experiments with 18O-labeled Passerini adducts confirmed that molecular oxygen is the source of oxygen in α-ketoamides. A variety of Passerini and Ugi adducts were studied to explore the effect of substitution. Overall, the present study provides an insight into the reactivity of Passerini and Ugi adducts in strong basic conditions along with a method to prepare α-ketoamides.

Method of preparing alpha-ketoamide with micro-reaction apparatus

The invention discloses a method of preparing alpha-ketoamide with a micro-reaction apparatus, which includes the following steps: 1) mixing an alpha-methyl benzyl alcohol compound, an amine compound,an acid binding agent, 2,2,6,6-tetramethyl piperidine oxide and dichloromethane to obtain a heterogeneous solution; 2) mixing the heterogeneous solution with an organic iron catalyst solution to forma mixture solution, and respectively meanwhile pumping the mixture solution and oxygen gas into a micro-reactor in the micro-reaction apparatus to form a gas-liquid-solid mixture, and performing a reaction, after the reaction is finished, collecting an effluent liquid to obtain the alpha-ketoamide (III). With the organic iron catalyst for catalytically synthesizing the alpha-ketoamide, mixing status of the reactants is improved; the organic iron catalyst is better than ferric trichloride in solubility in the solvent, so that a problem of pipe blocking due to aggregation of ferric trichlorideparticles, thus accelerating homogenization of the system. The organic iron catalyst enables reaction conditions to be more gentle, reaction temperature being only 25-45 DEG C.

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.

Copper-TEMPO-catalyzed synthesis of α-ketoamides: Via tandem sp3C-H aerobic oxidation and amination of phenethyl alcohol derivatives

An efficient copper-TEMPO-catalyzed one-pot synthesis of α-ketoamides from phenethyl alcohol derivatives was developed firstly. Moreover, molecular oxygen in open air was employed as the oxidant with a broad substrate scope, which makes this methodology more practical. Based on some control experiments, a plausible mechanism was proposed.

Iodine-promoted oxidative amidation of terminal alkenes - Synthesis of α-ketoamides, benzothiazoles, and quinazolines

A novel metal-free strategy for oxidative amidation of terminal alkenes by using I2/DMSO for the synthesis of α- ketoamides has been developed. Intriguingly, the use of tertbutylhydroperoxide (TBHP) as co-oxidant can facilitate the synthesis of α-ketoamides at room temperature without any solvent, thereby making it a green protocol. The reaction with primary amines can be easily achieved by using SeO2 as an oxidizing agent. Besides, the scope of the method was also extended to the synthesis of benzothiazolines and quinazolines.

Visible-light initiated copper(i)-catalysed oxidative C-N coupling of anilines with terminal alkynes: One-step synthesis of α-ketoamides

Development of C-N coupling processes is fundamentally important and challenging for the synthesis of biologically active molecules and drugs. Herein, we report a highly atom efficient green process for the synthesis of α-ketoamides via visible-light induced copper(i) chloride catalysed direct oxidative Csp-N coupling reactions using commercially available alkynes and anilines at room temperature without the use of hazardous chemicals and harsh reaction conditions. Forty-seven examples are presented using a broad range of substrates including electron deficient anilines and various terminal alkynes. The current photochemical process is able to achieve epoxide hydrolase inhibitors in one step with high yield (92-95%). This transformation is highly efficient and highly selective for the synthesis of α-ketoamides. This journal is