103383-80-8

Upstream product

• 123-75-1 pyrrolidine 
• 1074-12-0 phenylglyoxal hydrate 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 57872-38-5 2-hydroxy-2-phenyl-1-(pyrrolidin-1-yl)ethan-1-one 
• 98-86-2 acetophenone 
• 611-71-2 MANDELIC ACID 
• 93-91-4 1-phenylbutan-1,3-dione 
• 721-04-0 2-phenoxy-1-phenylethanone 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 1075-06-5 2,2-dihydroxy-1-phenyl-ethanone 
• 3760-54-1 1-pyrrolidinecarboxaldehyde 
• 108-88-3 toluene 
• 582-24-1 1-phenyl-2-hydroxyethanone 

Downstream Products

• 87258-91-1 3-hydroxy-3-phenylhex-5-en-2-one 

Relevant academic research and scientific papers

Metal free one-pot synthesis of α-ketoamides from terminal alkenes

A practical approach towards the synthesis of α-ketoamides from readily available terminal alkenes (styrenes) has been developed. Use of inexpensive I2/2-iodoxybenzoic acid (IBX) in dimethyl sulphoxide (DMSO) as an oxidant under metal free one-pot conditions makes this methodology versatile.

Phosphine-free atmospheric carbonylation of aryl iodides with aniline derivatives in the presence of a reusable silica-supported palladium catalyst

Various palladium catalysts were obtained by the immobilisation of palladium on silica, modified with imidazolium salts. The efficiency of the catalysts was greatly dependent on the choice of the anion of the imidazolium salt, the palladium precursor and on the conditions of heterogenisation. Palladium acetate immobilised on silica with grafted imidazolium chloride moieties was shown to be a selective and recyclable catalyst for atmospheric aminocarbonylation of aryl iodides with aromatic amines in DMF. It was proved that the greater loss of palladium in DMSO can be explained by the formation of soluble palladium complexes.

Aerobic oxidative amidation of alkynes using titanium oxide encapsulated cuprous iodide nanoparticles (CuI@TiO2)

A catalyst consisting of titanium oxide encapsulated cuprous iodide nanoparticles was prepared via a sol-gel method using inexpensive raw materials and was harnessed successfully in the oxidative amidation of alkynes via an environmentally benign and sustainable protocol. The mechanism of action of this transformation was thoroughly discussed. The robustness of the catalyst was elucidated by the synthesis of diverse analogues of α-ketoarylamide from a variety of electron rich and poor substrates via a simple procedure in moderate to high yields, with no generation of toxic by-products, in good recyclability up to five cycles, under solvent free and aerobic conditions. The chemical nature, morphology and loading of the CuI@TiO2 nanocatalyst were investigated by TEM, SEM, XPS, EDX, powder XRD, BET, TGA and ICP-MS.

Facile photochemical synthesis of α-ketoamides and quinoxalines from amines and benzoylacetonitrile under mild conditions

A selective protocol for the synthesis of either α-ketoamides or quinoxaline derivatives under the same reaction conditions has been achieved simply by varying substitution number of amino-groups. The method features metal-free, room temperature and broad substrate scopes as well as no extra oxidant. This process applies to various substituent groups and gives products in moderate to good yield. Finally, a rational mechanism was proposed.

Double carbonylation of iodoarenes in the presence of reusable palladium catalysts immobilised on supported phosphonium ionic liquid phases

The first heterogeneous carbonylation reaction carried out with palladium catalysts immobilised on phosphonium ion modified silica supports is reported. The supported ionic liquid phases were characterised by solid state NMR and FT-IR measurements. The presence of the phosphonium ions on the surface made it possible to carry out double carbonylation in apolar toluene efficiently that resulted in reduced metal leaching. The introduction of dicationic moieties on the solid support has been proved to lead to a further increase in catalyst stability. The catalysts were proved to produce α-ketoamide products with excellent selectivity in the carbonylation of iodoarenes with aliphatic amines while monocarbonylation was the only reaction observed with aniline derivatives. The catalysts could be recycled and used in at least 10 subsequent runs under optimised conditions.

Palladium-1,10-phenanthroline complex encaged in y zeolite: An efficient and highly recyclable heterogeneous catalyst for aminocarbonylation

A promising route for catalytic synthesis of amides by aminocarbonylation of aryl iodides with amines is described using a palladium-1,10-phenanthroline complex encaged in Y zeolite. Complete conversions for aryl iodides and good to excellent yields (71-97%) of various amides were obtained at low Pd loadings of 0.6 mol%. The turnover frequency (TOF) could be up to 139 h-1. A satisfactory yield was obtained even after the catalyst was reused 16 times and the total turnover number (TON) for the 16 cycles was up to 2250. As evidenced by atomic absorption spectrophotometry, UV-vis spectroscopy and X-ray photoelectron spectroscopy, the palladium complex could well nestle down in the supercages of the zeolite without leaching during the recycling process. The significantly enhanced recyclability could be attributed to the double-protection strategy provided by the ligand and the zeolite structure for Pd0 species generated in situ within supercages preventing the migration and leaching of palladium. The supported catalyst has the advantages of easy handing, good to excellent yields, and outstanding recycling capacity for aminocarbonylation reactions of aryl iodides.

Stabilized Cu2O nanoparticles on rGO highly catalyzed direct oxidative coupling synthesis of Α-ketoamides with molecular oxygen

In this study, a green, efficient, recyclable Cu2O nanoparticles on reduced graphene oxide (Cu2O-NPs@rGO) carbon-based composite catalyst was synthesized by facile one-pot hydrothermal method. And Cu2O-NPs@rGO catalyst was

IronO-Catalyzed Domino Aerobic Alcohol Oxidation/Oxidative Cross-Dehydrogenative Coupling for the Synthesis of α-Keto Amides

An ironO-catalyzed (TEMPO = 2,2,6,6-tetramethyl-1-piperidinyloxy), aerobic process was developed to synthesize α-keto amides. This reaction proceeds through a domino alcohol oxidation/oxidative cross-dehydrogenative coupling sequence, uses 2-hydroxyacetophenones and amines as the starting materials, and takes place under molecular oxygen, which makes the transformation highly efficient, practical, and environmentally friendly.

Phosphine-free double carbonylation of iodobenzene in the presence of reusable supported palladium catalysts

Various silica supported palladium catalysts were prepared and tested in the double carbonylation of iodobenzene in the presence of secondary amines. The catalysts were proved to produce α-ketoamide products with excellent selectivity in most cases. At the same time, bulky amines hindered double carbonylation and led to the formation of amides as the main products. Under optimal conditions, the catalysts could be recycled at least six times. An increase in the reaction time led to a decrease in the amount of leached palladium.

Microwave-assisted direct oxidative synthesis of α-ketoamides from aryl methyl ketones and amines by a water soluble Cu(i)-complex

A stable and isolable bis[(tetrabutylammonium) di-μ-iodo-diiododicuprate(i)] complex has been identified for the direct oxidative synthesis of α-ketoamides from substituted aryl methyl ketones and secondary amines in the presence of molecular oxygen. Grat