39055-88-4

Upstream product

• 1083-48-3 4-Nitrobenzylpyridin 
• 2116-65-6 4-benzyl pyridine 
• 108-89-4 picoline 
• 26199-99-5 4-(4-nitrobenzyl)pyridine N-oxide 
• 4329-73-1 N-(4-nitrobenzyl)pyridinium bromide 

Downstream Products

• 170893-64-8 (4-aminophenyl)( pyridin-4-yl)methanone 
• 39066-35-8 4-(3-cyano-4-hydroxybenzoyl)pyridine 
• 178809-75-1 4-(1-hydroxy-1-(4-pyridyl)methyl)-1-nitrobenzene 
• 16887-79-9 sodium pyridine-4-carboxylate 
• 178809-76-2 (4-Nitro-phenyl)-(1-oxy-pyridin-4-yl)-methanol 

Relevant academic research and scientific papers

An environmentally benign benzylic oxidation catalyzed by hypervalent iodine intermediate in water

An effective and environmentally benign benzylic oxidation for transition of alkylarenes into the corresponding carbonyl compounds was reported. Alkylarenes were mixed and stirred with potassium bromide, m-chloroperbenzoic acid and a catalytic amount of iodobenzene in water at 60 °C for several hours, a series of the corresponding carbonyl compounds was obtained in moderate to good yields. In the reaction, iodobenzene was first oxidized by m-chloroperbenzoic acid into the hypervalent iodine intermediate which then reacted with potassium bromide to form the key radical initiator for the benzylic oxidation.

Photocatalyst-controlled and visible light-enabled selective oxidation of pyridinium salts

This study proposes two different methods of photocatalytic-controlled and visible light-induced selective oxidation of pyridiniums with air as the terminal oxidant. The key to these transformations is to choose the appropriate light source and photocatal

Rapid formation of nitrogen-doped carbon foams by self-foaming as metal-free catalysts for selective oxidation of aromatic alkanes

Porous carbon materials have attracted considerable interest as metal-free catalysts. In this study, we report a nitrogen-doped and nanofiber-based porous carbon foam produced via an efficient and facile self-foaming approach and its subsequent pyrolysis; in this approach, carbon dioxide-rich ethanolamine serves as the foaming agent, N source and polymerization catalyst. Meanwhile resorcinol and formaldehyde are used as carbon sources. Carbon dioxide-rich ethanolamine plays a crucial role in the release of gas as well as initiating polymerization on the interfaces of bubbles, which directs the formation of polymer foam. The N-doped carbon foam can be a highly active metal-free heterogeneous catalyst to promote selective oxidation of the benzyl group to the corresponding phenone. In addition, the carbon foams are easily cast with different morphologies. Notably, the prepared carbon foam is fabricated as a monolithic reactor for the oxidation reaction, which also exhibits good catalytic performances in the scale-up experiment.

Method for simply and conveniently synthesizing heterocyclic aryl ketone compound

The invention discloses a method for simply and conveniently synthesizing a heterocyclic aryl ketone compound, and belongs to the technical field of the organic chemistry. The method comprises the following steps: using a benzyl heterocyclic compound as a reaction raw material, in a polar solvent, heating and reacting in an oxygen atmosphere, to obtain a multi-substituted ketone compound. The method is capable of using molecular oxygen as an oxidizing agent, green and environmental, and capable of preparing ketone by directly promoting selective oxidation and functionalization of a Csp3-H bond, and broadening a synthetic method for the ketone compound.

An efficient approach for enhancing the catalytic activity of Ni-MOF-74: Via a relay catalyst system for the selective oxidation of benzylic C-H bonds under mild conditions

Although nickel-based materials exhibit similar catalytic activity to palladium in organic synthesis, the selective oxidation of inert C-H bonds in the absence of other co-catalysts remains a largely unsolved challenge. This paper introduces a facile and efficient approach for enhancing the catalytic activity of Ni-MOF-74 with [bmim]Br via a relay catalysis strategy, which is excellent for the selective oxidation of benzylic C-H bonds. Notably, the catalyst recycling and scale up experiments demonstrated the practicability of the protocol. This method combines the catalytic advantages of MOFs and ionic liquids (ILs), and provides an insight into oxidation reactions by cheap and efficient Ni-based catalysts.

Efficient Selenium-Catalyzed Selective C(sp3)?H Oxidation of Benzylpyridines with Molecular Oxygen

An efficient selenium-catalyzed direct oxidation of benzylpyridines in aqueous DMSO has been successfully developed by using molecular oxygen as the oxidant. A variety of benzoylpyridines with broad functional group tolerance were obtained in modest to excellent yields and with exclusive chemoselectivity. (Figure presented.).

Copper-Catalyzed Aerobic Oxygenation of Benzylpyridine N-Oxides and Subsequent Post-Functionalization

A copper-catalyzed aerobic oxidation of benzylpyridine N-oxides is reported. The N-oxide moiety acts as a built-in activator for the benzylic methylene oxidation, without requirement of additives. Reaction conditions were identified which suppress undesired benzoylpyridine formation via N-deoxygenation involving intermolecular oxygen transfer. The versatility of the N-oxide group of the benzoylpyridine N-oxide reaction products for post-functionalization of the pyridine ring is demonstrated through efficient C–C, C–N, C–O and C–Cl bond forming procedures, with both nucleophiles and electrophiles. Finally, the applicability of the new synthetic methodology is demonstrated in an alternative route towards the antihistaminic drug Acrivastine via three consecutive N-oxide activated C–H functionalization processes, starting from picoline N-oxide. (Figure presented.).

Base metal-catalyzed benzylic oxidation of (aryl)(heteroaryl)methanes with molecular oxygen

The methylene group of various substituted 2- and 4-benzylpyridines, benzyldiazines and benzyl(iso)quinolines was successfully oxidized to the corresponding benzylic ketones using a copper or iron catalyst and molecular oxygen as the stoichiometric oxidant. Application of the protocol in API synthesis is exemplified by the alternative synthesis of a precursor to the antimalarial drug Mefloquine. The oxidation method can also be used to prepare metabolites of APIs which is illustrated for the natural product papaverine. ICP-MS analysis of the purified reaction products revealed that the base metal impurity was well below the regulatory limit.

Synergistic H4NI-AcOH Catalyzed Oxidation of the Csp3-H Bonds of Benzylpyridines with Molecular Oxygen

The oxidation of benzylpyridines forming benzoylpyridines was achieved based on a synergistic H4NI-AcOH catalyst and molecular oxygen in high yield under solvent-free conditions. This is the first nonmetallic catalytic system for this oxidation transformation using molecular oxygen as the oxidant. The catalytic system has a wide scope of substrates and excellent chemoselectivity, and this procedure can also be scaled up. The study of a preliminary reaction mechanism demonstrated that the oxidation of the Csp3-H bonds of benzylpyridines was promoted by the pyridinium salts formed by AcOH and benzylpyridines. The synergistic effect of H4NI-AcOH was also demonstrated by control experiments. (Figure Presented).

A new method for the benzylic oxidation of alkylarenes catalyzed by hypervalent iodine(III)

A convenient and simple procedure is described for the oxidation of the benzylic C-H moiety of alkylarenes to give the corresponding aryl ketones, using tert-butyl hydroperoxide and m-chloroperoxybenzoic acid in the presence of a catalytic amount of the hypervalent iodine reagent, (diacetoxyiodo)benzene. The reactions typically occur in good yields in 2,2,2-trifluoroethanol as the solvent and at room temperature. Georg Thieme Verlag Stuttgart.New York.