75371-58-3

Upstream product

• 98-88-4 benzoyl chloride 
• 98815-39-5 (Z)-3-amino-1,3-diphenylprop-2-en-1-one 
• 5720-05-8 4-methylphenylboronic acid 
• 6502-38-1 chalcone oxime 
• 536-74-3 phenylacetylene 
• 106-49-0 p-toluidine 
• 7338-94-5 1,3-diphenyl-2-propynone 

Downstream Products

• 1198463-95-4 (5-methyl-2-phenyl-1H-indol-3-yl) (phenyl)methanone 
• 1236130-36-1 diethyl 4-benzoyl-5-phenyl-1-p-tolyl-1H-pyrrole-2,3-dicarboxylate 
• 84817-37-8 1-(4-methylphenyl)-5-phenyl-1H-1,2,3-triazole 

Relevant academic research and scientific papers

Copper-promoted Chan-Lam coupling between enaminones and aryl boronic acids

A novel copper-promoted N-arylation of enaminones with aromatic boronic acids has been developed, which provides an efficient way to synthesize N-aryl enaminones with a broad substrate scope and excellent functional group compatibility. The N-aryl enaminones could be converted into a series of highly valuable building blocks and bioactive compounds. Notably, in comparison with traditional methods, this alternative approach provides accesses to N-aryl enaminones bearing multiple aromatic rings.

Iron(iii)-catalyzed selective N-O bond cleavage to prepare tetrasubstituted pyridines and 3,5-disubstituted isoxazolines from: N -vinyl-α,β-unsaturated ketonitrones

An iron(iii)-catalyst controlled cyclization and selective N-O bond cleavage of N-vinyl-α,β-unsaturated nitrones has been achieved under mild conditions to access tetrasubstituted pyridines and 3,5-disubstituted isoxazolines in moderate to good yields. The tetrasubstituted pyridines were afforded with FeCl3 as a catalyst while using FeCl3·6H2O combined with 1,10-phenanthroline delivered isoxazolines. The regioselectivity for cyclization of styrenyl groups in N-vinyl-α,β-unsaturated nitrones was completely different during the formation of pyridines and isoxazolines. A rational mechanism for the formation of pyridines and isoxazolines was proposed based on the further control experimental studies. The isoxazolines can be converted to a novel bidentate N-ligand over four steps and an epoxypyridine scaffold was obtained from N-vinyl nitrone when copper(ii) acetate in combination with the prepared bidentate N-ligand was used.

Iodine/Copper Iodide-Mediated C-H Functionalization: Synthesis of Imidazo[1,2-a]pyridines and Indoles from N-Aryl Enamines

A practical intramolecular C-H functionalization reaction of N-aryl enamines has been carried out with molecular iodine (I2) as the sole oxidant in the presence of copper iodide (CuI). The efficient and versatile synthetic method described here

A metal-free multicomponent cascade reaction for the regiospecific synthesis of 1,5-disubstituted 1,2,3-triazoles

About specifics: A method for the regiospecific synthesis of the title compounds through an unprecedented Michael addition/deacylative diazo transfer/cyclization sequence has been established. The simple and practical method can be used for the modification of primary amines including chiral α-amines. The process involves the formation three covalent bonds and the cleavage of two covalent bonds (see scheme, Ts=4-toluenesulfonyl).

Copper-catalyzed C-C bond formation through C-H functionalization: Synthesis of multisubstituted indoles from N-aryl enaminones

A variety of functionalities, including the whole range of halogen substituents, are tolerated in the title reaction, an intramolecular approach for the construction of a multisubstituted indole skeleton from readily available enaminones (see scheme; phen=1,10-phenanthroline). The indole products are also prepared directly in high yield from α, β-ynones and primary amines.

Reactions of Primary and Secondary Aromatic Amines with Aroylphenylacetylenes and Configurational Assignments of the Adducts

The reaction of aroylphenylacetylenes (Ia-c) with aniline and other primary and secondary aromatic amines in a protic solvent (ethanol) gives rise to only (Z)-isomers (IIa-s) of the adducts.However, the reaction of benzoylphenylacetylene (Ia) with aniline