7474-90-0Relevant academic research and scientific papers
Organophotocatalytic Aerobic Oxygenation of Phenols in a Visible-Light Continuous-Flow Photoreactor
Wellauer, Jo?l,Miladinov, Dragan,Buchholz, Thomas,Schütz, Jan,Stemmler, René T.,Medlock, Jonathan A.,Bonrath, Werner,Sparr, Christof
supporting information, p. 9748 - 9752 (2021/05/27)
A mild photocatalytic phenol oxygenation enabled by a continuous-flow photoreactor using visible light and pressurized air is described herein. Products for wide-ranging applications, including the synthesis of vitamins, were obtained in high yields by precisely controlling principal process parameters. The reactor design permits low organophotocatalyst loadings to generate singlet oxygen. It is anticipated that the efficient aerobic phenol oxygenation to benzoquinones and p-quinols contributes to sustainable synthesis.
Binuclear iron(III) phthalocyanine(μ-oxodimer)/tetrabutylammonium oxone: A powerful catalytic system for oxidation of hydrocarbons in organic solution
Neu, Heather M.,Zhdankin, Viktor V.,Nemykin, Victor N.
scheme or table, p. 6545 - 6548 (2011/02/22)
Binuclear iron(III) phthalocyanine-(μ-oxodimer) complex was tested in catalytic oxygenation reactions of several hydrocarbons using tetrabutylammonium oxone as the oxidant in dichloromethane solution at room temperature. Results of the study demonstrate that this is an extremely powerful catalytic system for oxidative conversion of aromatic hydrocarbons (anthracene, 2-tert- butylanthracene, 2-methylnaphthalene, 9, 10-dihydroanthracene, 1,2,3,4-tetrahydronaphthalene, indane, ethylbenzene, toluene, and benzene) to the respective p-quinones in high yields in 5-30 min. Under these conditions, adamantane is oxidized with 71% conversion after 10 min affording a mixture of 1 -adamantanol, 2-adamantanone, 1-hydroxy-2-adamantanone, and 4-protoadamantanone.
Direct access to 1,4-dihydroxyanthraquinones: The Hauser annulation reexamined with p-quinones
Mal, Dipakranjan,Ray, Sutapa,Sharma, Indrajeet
, p. 4981 - 4984 (2008/02/05)
(Chemical Equation Presented) 3-Phenylsulfanylphthalides (e.g. 8a) readily react with p-benzoquinones in the presence of LiOtBu in THF to furnish 1,4-dihydroxyanthraquinones in good yields and one-pot operations.
Synthesis and Demethylation of New 5,6,7,8-Tetrahydro-4,9-dimethoxy-1H-benzindole
Malesani, Giorgio,Ferlin, Maria Grazia,Masiero, Sergio
, p. 633 - 637 (2007/10/02)
The title compound 17 was prepared in good yield starting from 5,6,7,8-tetrahydro-1-naphthol (9) by an advantageous synthesis route consisting of eight steps, as indicated in Scheme 2.Demethylation by reflux heating with anhydrous aluminium chloride in dry benzene furnished 4,9-dihydroxy- and 4,9-dioxo-5,6,7,8-tetrahydro-1H-benzindoles (compounds 18 an 19, respectively).All new products were identified on the basis of spectral and analytical data.
Oxidation Reactions using Sodium Metaperiodate Supported on Silica Gel
Gupta, Dharmendra N.,Hodge, Philip,Davies, J. Eric
, p. 2970 - 2973 (2007/10/02)
No reaction occurred when solutions of 2,5-di-t-butylhydroquinone, dibenzyl sulphide, trans-cyclohexane-1,2-diol or hydrazobenzene in methylene chloride were stirred with powdered sodium metaperiodate at 20 deg C for several hours.However, these and several closely related substrates were oxidized in good yield, generally within a few hours, when solutions in methylene chloride, and in some cases benzene or ether, were stirred with sodium metaperiodate supported on silica gel.The supported reagent was prepared by evaporating to dryness an aqueous solution of sodium metaperiodate in the presence of silica gel, followed by heating at 120 deg C in vacuo.The reagent appears to consist mainly of a monomolecular layer of sodium metaperiodate bound to the silica gel by the surface hydroxy-groups, together with a minor amount of crystalline anhydrous sodium metaperiodate.
