123271-58-9

Upstream product

• 126-81-8 dimedone 
• 1074-12-0 phenylglyoxal hydrate 

Downstream Products

• 123272-07-1 3-(2-Hydroxy-4,4-dimethyl-6-oxo-cyclohex-1-enyl)-1-isobutyl-6,6-dimethyl-2-phenyl-1,5,6,7-tetrahydro-indol-4-one 
• 725269-75-0 13-Benzoyl-3,3,10,10-tetramethyldispiro[5.0.5.1]tridecan-1,5,8,12-tetron 
• 1253597-38-4 C₂₀H₂₁N₅O₂ 
• 1253375-42-6 C₂₂H₂₃N₃O₄ 
• 1253375-34-6 C₂₂H₂₃N₃O₄ 
• 1253375-32-4 5-(2-hydroxy-4,4-dimethyl-6-oxo-1-cyclohexen-1-yl)-2-(methylsulfanyl)-6-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]-pyrimidin-4-one 
• 123272-08-2 3-(2-Hydroxy-4,4-dimethyl-6-oxo-cyclohex-1-enyl)-6,6-dimethyl-1,2-diphenyl-1,5,6,7-tetrahydro-indol-4-one 

Relevant academic research and scientific papers

Generation of pyrrolo[2,3-d]pyrimidines. Unexpected products in the multicomponent reaction of 6-aminopyrimidines, dimedone, and arylglyoxal

A series of 6-aryl-5-(1-cyclohexen-1-yl)pyrrolo[2,3-d]pyrimidines 9a-q were obtained by the three-component reaction between 6-aminopyrimidines 6, 7, 8, dimedone 2, and arylglyoxal 5a,b. The unexpected cyclization process was established by NMR and X-ray diffraction measurements.

Chemistry of Free Cyclic Vicinal Tricarbonyl Compounds ('1,2,3-Triones'). Part 3. Polar and Redox Reactions of 1,2,3-Triones with Enamines of Different Types - News on Oxonol Dyes, Radicals, and Biradicals

The central C=O groups of cyclic 1,2,3-triones possess outstanding electrophilic (electron-pair-accepting) as well as oxidizing (one-electron-accepting) properties. Thus, 1,2,3-triones are chemically related to 1,2- and 1,4-benzoquinones. Whereas polar reactions with carbanion-like (electron rich) species give rise to nucleophilic addition reactions to C=O groups under exclusive C,C-bond formation, SET (single-electron transfer) or redox reactions effect a partial 'carbonyl Umpolung' via ketyl intermediates (C,C- and/or C,O-bond formation). Here, we report on numerous reactions between electron-rich, more- or less-polar enamines with 5,5-dimethylcyclohexane-1,2,3-trione (9a) and 1H-indene-1,2,3-trione (9b). Various new derivatives of basic oxonol dyes were formed, including the first oxonol dye incorporating a 1,3-dioxocyclohexyl moiety. A novel stable radical, 50/50′, was obtained from 9b and lla via addition, hydrolysis, and treatment with conc. H2SO4. Radical 50/50′ represents a vinylogous 'monodehydroreductone' and is, thus, related to monodehydroascorbic acid (143), to Russell's radical cation (144), to indigo (141/141′), and to quinhydrone.

Oxidative α coupling of carbonyl compounds via the condensation of acylated triazolinedione ylides with enolates: A facile synthesis of polyacylated olefins

α-Urazolyl ketones are readily oxidized to acylated N-phenyltriazolinedione ylides with tert-butyl hypochlorite. These ylides, usually as generated in situ, undergo condensations with enolate species to form acylated olefins in synthetically useful yields