51579-89-6

Upstream product

• 122-00-9 para-methylacetophenone 
• 7163-50-0 (4-methylphenyl)(oxo)acetic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 506-59-2 N,N-dimethylammonium chloride 
• 201230-82-2 carbon monoxide 
• 124-40-3 dimethyl amine 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 1074-12-0 phenylglyoxal hydrate 
• 1608-14-6 N,N,N'N'-tetramethyl oxamide 
• 106-38-7 para-bromotoluene 
• 18103-98-5 3-dimethylamino-1-(4-methyl-phenyl)-2-propen-1-one 

Downstream Products

• 1428479-86-0 C₁₇H₂₈N₂O₃Si 

Relevant academic research and scientific papers

Copper-Catalyzed Oxidative Synthesis of α-Ketoamides from Aryl Methyl Ketones and N -Bromobutanimide Using N, N -Dimethylformamide as Dimethylamine Source

A novel and practical Cu(OAc) 2 -catalyzed oxidative synthesis of α-ketoamides from aryl methyl ketones and N -bromobutanimide (NBS) using N, N -dimethylformamide (DMF) as dimethylamine (HNMe 2) source and solvent has been developed under mild conditions. DMF was used as a HNMe 2 source and can be easily converted into HNMe 2 by acid hydrolysis. The mechanistic studies indicate that Cu(OAc) 2 plays a dual role in providing both catalyst and oxidant.

Metal-Free C=C Double Bond Cleavage on Enaminones for the Synthesis of α-Ketoamides by Free-Radical Aerobic Oxygenation

The tandem oxidation of the enaminone C=C double bond as well as subsequent C-N bond formation are realized under metal-free conditions by thermo-induced free radical transformation. In the presence of benzoyl peroxide (BPO) and N-iodosuccinimide (NIS), a

nBu4NI-Mediated oxidation of methyl ketones to α-ketoamides: using ammonium, primary and secondary amine-salt as an amine moiety

Presented here is the first example of synthesizing an array of primary-, secondary-, and tertiary-α-ketoamides with a non-metal catalyst nBu4NI from methyl ketones and inexpensive readily available amine/ammonium salts; the reactions proceeded smoothly under mild conditions, TBHP was used as an oxidant and the corresponding α-ketoamides were afforded in moderate to excellent yields.

Transition metal-free synthesis of α-ketoamides from arylmethyl ketones and alkylphosphoramides

A transition metal-free protocol has been developed for the synthesis of α-ketoamides from aryl methyl ketones and alkylphosphoramides in the presence of oxidant, aqueous tert-butyl hydroperoxide (TBHP). A series of aryl methyl ketones having both electron-donating as well as electron-withdrawing groups were successfully employed for the synthesis of their corresponding α-ketoamides using hexamethylphosphoramide and other alkylphosphoramides.

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.

Synthesis of α-ketoamides from Aryl methyl ketones and N, N -dimethylformamide via copper-catalyzed aerobic oxidative coupling

A copper-catalyzed aerobic oxidative coupling of aryl methyl ketones with N,N-dimethylformamide was developed, which afforded α-ketoamides by a sequence of dioxygen activation, C-H bond functionalization, and amide formation with N,N-dimethylformamide as

Copper-catalyzed oxidative condensation of α-oxocarboxylic acids with formamides: Synthesis of α-ketoamides

A copper-catalyzed coupling of α-oxocarboxylic acids with formamides is reported. This simple method provides a practical approach toward the synthesis of α-ketoamides with a variety of functional groups. Mechanistic studies have shown that the reaction proceeded via a radical process and 13C-labeled experiments proved that the amide carbon in the products comes from the corresponding carboxylic acid, not from the DMF. is

Cu(ii)-catalyzed decarboxylative acylation of acyl C-H of formamides with α-oxocarboxylic acids leading to α-ketoamides

CuBr2-catalyzed decarboxylative acylation of the acyl C-H of N-monosubstituted and N,N-disubstituted formamides with α-oxocarboxylic acids leading to α-ketoamides was developed, which generated the corresponding products in good yields. The Royal Society of Chemistry 2013.

Direct use of formamides as amino group sources via C-N bond cleavage: A catalytic oxidative synthesis of α-ketoamides from acetophenones and formamides under metal-free conditions

An efficient and direct use of formamides as amino group sources for the synthesis of α-ketoamides was developed under metal-free conditions. The reaction was based on the oxidative coupling of acetophenones with formamides and generated the desired products in good yields in the presence of t-BuOOH/I2/PhCO2H.

NBu4NI-catalyzed direct synthesis of α-ketoamides from aryl methyl ketones with dialkylformamides in water using TBHP as oxidant

A novel and easy practical direct synthesis of α-ketoamides has been developed without metals in water. This procedure was catalyzed by nBu 4NI using TBHP as oxidant from simple substrates, aryl methyl ketones and dialkylformamides. The Royal Society of Chemistry 2012.