24439-54-1

Upstream product

• 104-94-9 4-methoxy-aniline 
• 5704-66-5 pyruvoyl chloride 
• 67-56-1 methanol 
• 5437-98-9 4'-methoxyacetoacetanilide 
• 4257-81-2 2,2,2-trichloro-N-(4-methoxyphenyl)acetamide 
• 5781-53-3 monomethyl oxalyl chloride 
• 251986-47-7 methyl 3-carbomethoxy-3-(4'-methoxyphenyl)amino-2-propenoate 

Downstream Products

• 946-61-2 1-Thio-oxalsaeure-1-<4-methoxy-anilid> 
• 1192739-79-9 methyl 4-cyclohexyl-6-methoxyquinazoline-2-carboxylate 

Relevant academic research and scientific papers

Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters

We have developed a high-efficiency and practical Cu-catalyzed cross-coupling to directly construct versatile α-aryl-esters by utilizing readily available aryl bromides (or chlorides) and malonates. These gram-scale approaches occur with turnovers of up to 1560 and are smoothly conducted by the usage of a low catalyst loading, a new available ligand, and a green solvent. A variety of functional groups are tolerated, and the application occurs with α-aryl-esters to access nonsteroidal anti-inflammatory drugs (NSAIDs) on the gram scale.

Copper-Catalysed (Diacetoxyiodo)benzene-Promoted Aerobic Esterification Reaction: Synthesis of Oxamates from Acetoacetamides

A copper-catalysed (diacetoxyiodo)benzene-promoted aerobic esterification reaction of acetoacetamides was developed for the synthesis of oxamates, which are useful precursors in synthetic organic chemistry. This practical and mild synthetic approach proceeded at 25 °C under open-air conditions and afforded methyl 2-oxo-2-(phenylamino)acetates in good to excellent yields combined with C?C σ-bond cleavage and formal oxidative C?H bond functionalization. A mechanism is proposed. (Figure presented.).

Carbamoyl Radicals via Photoredox Decarboxylation of Oxamic Acids in Aqueous Media: Access to 3,4-Dihydroquinolin-2(1 H)-ones

The first visible-light-mediated photoredox oxidative approach for generating carbamoyl radicals from oxamic acids is disclosed. Reaction of the generated carbamoyl radicals with electron-deficient alkenes opens efficient access to 3,4-dihydroquinolin-2(1H)-ones under mild conditions through a sequence of intermolecular radical addition, cyclization, and aromatization. The process is compatible with a variety of oxamic acids and electron-deficient alkenes, and a wide variety of 3,4-dihydroquinolin-2(1H)-ones were prepared.

Metal-Free Oxidative C=C Bond Cleavage of Electron-Deficient Enamines Promoted by tert -Butyl Hydroperoxide

A novel tert -butyl hydroperoxide (TBHP)-promoted oxidative C=C double-bond cleavage of enamines is described. Heating a solution of an electron-deficient enamine in chlorobenzene at 80 °C in the presence of TBHP for two hours led to cleavage of the C=C bond. This study offers a new strategy to carry out C=O double-bond formation by the use of TBHP.

Photoinduced Alcoholysis of Trihaloacetyl Group

Photolysis of trichloroacetamide in nondegassed methanol gave methyl oxanilate (13-44percent), along with carbamate (3-20percent) and amine (4-12percent).Similar irradiation of other trichloroacetylderivatives of aliphatic ketone, aldehyde, and acetate afforded only radical product.The results are interpreted in terms of the mechanism involving electron transfer of the radical pair.