69770-99-6

Upstream product

• 119072-55-8 tert-butylisonitrile 
• 104-88-1 4-chlorobenzaldehyde 
• 637-87-6 1-Chloro-4-iodobenzene 
• 82102-37-2 9-methyl-9H-fluorene-9-carbonyl chloride 
• 75-64-9 tert-butylamine 
• 201230-82-2 carbon monoxide 
• 601468-08-0 N?(tert?butyl)?2?(4?chlorophenyl)imidazo[1,2?a]pyridin?3?amine 
• 854247-96-4 N-tert-butyl-2-(4-chlorophenyl)-8-methylimidazo[1,2-a]pyridin-3-amine 

Relevant academic research and scientific papers

Diverse Oxidative C(sp2)-N Bond Cleavages of Aromatic Fused Imidazoles for Synthesis of α-Ketoamides and N-(pyridin-2-yl)arylamides

An efficient and chemoselective C(sp2)-N bond cleavage of aromatic imidazo[1,2-a]pyridine molecules is developed. A broad scope of amide compounds such as α-ketoamides and N-(pyridin-2-yl)arylamides are afforded as the final products in up to quantitative yields. Diverse C-N bond cleavages are controlled by the oxidative species used in this transformation, with various amide products afforded in a chemoselective fashion. A preliminary study indicated that some α-ketoamides exhibit anti-Tobacco Mosaic Virus activity for potential use in plant protection.

Preparation method of alpha-carbonyl amide derivatives

The invention discloses a preparation method of alpha-carbonyl amide derivatives. According to the method, pyridino-aminoimidazole compounds and water are subjected to ring-opening reaction under theaction of an oxidizing agent, meanwhile, oxygen atoms ar

A catalytic method for synthesizing α - one amide compound

The invention discloses a catalytic carbonylation method for synthesis of alpha-keto amide. A palladium source in an aqueous solution of polyethylene glycol or polyethylene glycol is used for in-situ formation of a highly active palladium nano-catalyst; a

Application of γ-Valerolactone as an Alternative Biomass-Based Medium for Aminocarbonylation Reactions

γ-Valerolactone (GVL) was proposed as a renewable, nontoxic reaction medium with negligible vapor pressure for homogeneous Pd-catalyzed aminocarbonylation reactions. Iodobenzene as a model substrate and its 4-substituted derivatives were converted to the corresponding 2-ketocarboxamides with high conversions and chemoselectivities in γ-valerolactone. The effect of carbon monoxide pressure and reaction temperature on the conversion and selectivities were studied in the range 1–50 bar and 25–100 °C, respectively. The highest conversion and selectivity was achieved at 25 bar and 50 °C for iodobenzene in GVL for 24 h.

Substituent effects in aminocarbonylation of para-substituted iodobenzenes

Iodobenzene derivatives possessing various substituents (amino, hydroxy, tert-butyl, methyl, isopropyl, phenyl, fluoro, chloro, methoxycarbonyl, acetyl, trifluoromethyl, nitro) in the para position were aminocarbonylated using tert-butylamine and n-butylamine as N-nucleophiles. A palladium(0) catalyst formed in situ from palladium(II) acetate and triphenylphosphine was used. Carboxamide and ketocarboxamide type compounds were formed via single and double carbon monoxide insertion, respectively. While 4-substituents with negative Hammett constants (σp) decrease reactivity of the substrates, the iodoaromatics possessing electron-withdrawing group (characterized by positive Hammett constants (σp)) in the 4-position have shown high reactivity. Highly active catalysts were obtained in the presence of xantphos accompanied by the chemoselective formation of the corresponding carboxamides. The difference in reactivity of iodoarene and bromoarene functionalities enabled the synthesis of bromo-substituted compounds suitable for further functionalization.

Ligand-Free Pd-Catalyzed Double Carbonylation of Aryl Iodides with Amines to α-Ketoamides under Atmospheric Pressure of Carbon Monoxide and at Room Temperature

A general Pd-catalyzed double carbonylation of aryl iodides with secondary or primary amines to produce α-ketoamides at atmospheric CO pressure has been developed. This transformation proceeds successfully even at room temperature and in the absence of any ligand and additive. A wide range of aryl iodides and amines can be coupled to the desired α-ketoamides in high yields with excellent chemoselectivities. Importantly, the current methodology has been demonstrated to be applied in the synthesis of bioactive molecules and chiral α-ketoamides.

Palladium-catalyzed double carbonylation using near stoichiometric carbon monoxide: Expedient access to substituted 13C2-labeled phenethylamines

A novel and general approach for 13C2- and 2H-labeled phenethylamine derivatives has been developed, based on a highly convergent single-step assembly of the carbon skeleton. The efficient incorporation of two carbon-13 isotopes into phenethylamines was accomplished using a palladium-catalyzed double carbonylation of aryl iodides with near stoichiometric carbon monoxide.

Zinc chloride promoted formal oxidative coupling of aromatic aldehydes and isocyanides to α-ketoamides

Reaction of aromatic aldehydes and isocyanides in the presence of N-methylhydroxyamine, acetic acid, and zinc chloride affords the aryl α-ketoamides in moderate to good yields.