22192-08-1

Upstream product

• 56-23-5 tetrachloromethane 
• 34793-66-3 hepta-2,5-diyn-4-one 
• 62-53-3 aniline 
• 626-53-9 1,3-diacetyl acetone 
• 520-45-6 Dehydracetic acid 
• 108-22-5 Isopropenyl acetate 
• 26567-78-2 (Z)-4-(phenylamino)-3-penten-2-one 
• 3512-75-2 4-chloro-2,6-lutidine 
• 71-43-2 benzene 
• 697-92-7 2,6-dimethyl-4-chloropyridine N-oxide 
• 50428-54-1 hepta-2,5-diyn-4-ol 

Downstream Products

• 13895-45-9 4-(2,6-dimethyl-1-phenyl-1H-pyridin-4-ylidene)-2-phenyl-4H-oxazol-5-one 
• 105911-88-4 2,6-dimethyl-1-phenyl-1H-pyridin-4-one-hydrazone; dihydrochloride 
• 109649-35-6 (2,6-dimethyl-1-phenyl-1H-[4]pyridylidene)-(4-nitro-benzylidene)-hydrazine 
• 112324-55-7 (2,6-dimethyl-1-phenyl-1H-[4]pyridyliden)-(4-oxo-4H-[1]naphthylidene)-hydrazine 
• 102238-35-7 benzoic acid-(2,6-dimethyl-1-phenyl-1H-[4]pyridylidenehydrazide) 
• 111691-44-2 (2,6-dimethyl-1-phenyl-1H-[4]pyridyliden)-(4-oxo-cyclohexa-2,5-dienylidene)-hydrazine 
• 108872-31-7 4-chloro-2,6-dimethyl-1-phenyl-pyridinium; chloride 
• 110532-55-3 4-chloro-2,6-dimethyl-1-phenyl-pyridinium; benzenesulfonate 

Relevant academic research and scientific papers

C-H Pyridonation of (Hetero-)Arenes by Pyridinium Radical Cations

Pyridones are important heteroaromatic scaffolds found in natural products and pharmaceuticals and are, therefore, of major interest in organic synthetic chemistry. Here we report the first C-H pyridonation of unactivated (hetero-)arenes, providing a methodology to directly access N-aryl-2- and 4-pyridones. Generation of pyridinium radical cations through single-electron reduction allows for the synthesis of pyridones on structurally complex molecules.

Reactions of Dianions of Acyclic β-Enamino Ketones with Electrophiles. Part 5. Esters: Synthesis of Pyridin-4-one and Pyran-4-one Derivatives

The electrophilic attack of esters to dianions of β-monosubstituted amino-α,β-unsaturated ketones and the subsequent cyclisation of the addition product offers a valuable generalisation of the synthesis of N-substituted pyridin-4-ones and pyran-4-ones.The reaction proceeds in good to high yields with α'-dianions.A side metallation reaction is observed with aliphatic esters.Product distribution is influenced by the nucleophilic ability of nitrogen and the electrophilicity of the carbonyl group which are involved in cyclisation.The reaction of γ-dianions with esters is the first example of a reactivity of these systems which resembles alkyl organometallic reagents more than enolates.In fact the major product of this reaction is the alcohol with incorporation of two enaminone moieties.