- Synthesis of tripeptide mimetics based on dihydroquinolinone and benzoxazinone scaffolds
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In the image: The design and synthesis of peptidomimetics that maintain the configuration of the triad Asp-Thr-Gly found in the catalytic site of the HIV-1 protease (see scheme) are described. By using regioselective nitration and reductive lactamisation,
- Dantas De Araujo, Aline,Christensen, Caspar,Buchardt, Jens,Kent, Stephen B. H.,Alewood, Paul F.
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supporting information; experimental part
p. 13983 - 13986
(2012/01/06)
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- Nitration of aromatic compounds by Zn(NO3)2· 2N2O4 and its charcoal-supported system
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Zn(NO3)2·N2O4 and its charcoal supported system were found to be efficient nitrating agents. Mononitration of aromatic compounds such as benzene, alkyl benzenes, halobenzenes, nitrobenzene, anisol, and the highly selective mono-, di-, and trinitration of phenol, and dinitraion of substituted phenols were also performed in the presence of these reagents.
- Iranpoor, Nasser,Firouzabadi, Habib,Heydari, Reza,Shiri, Morteza
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p. 263 - 270
(2007/10/03)
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- On the synthesis of two dimethoxy-1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline regioisomers
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Many marine alkaloids are biologically active products and possess the 1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline core as a common feature. This is a report of the synthesis of two of the title molecules with confirmation of their structure.
- Chackal, Sarah,Dudouit, Fabienne,Houssin, Raymond,Henichart, Jean-Pierre
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p. 615 - 622
(2007/10/03)
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- Nitration of electron-rich aromatic compounds by cerium ammonium nitrate coated on silica
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Treatment of electron-rich aromatic derivatives with cerium (IV) ammonium nitrate coated on silica (CANSio2) affords nitro aromatic compounds. The scope and the limitation of this reaction are discussed.
- Grenier, Jean-Luc,Catteau, Jean-Pierre,Cotelle, Philippe
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p. 1201 - 1208
(2007/10/03)
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- Reaction of Ferulic Acid with Nitrite: Formation of 7-Hydroxy-6-methoxy-1,2(4H)-benzoxazin-4-one
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Ferulic acid was reacted with nitrite under acidic conditions to give complex mixtures of products. Chromatographic purification afforded products that were characterized by 1H- and 13C-NMR spectral analyses. The major fluorescent product was identified as 7-hydroxy-6-methoxy-1,2(4H)-benzoxazin-4-one along with 3-methoxy-4-hydroxybenzaldehyde (vanillin) and 2-methoxy-4,6-dinitrophenol. The structure of the unusual benzoxazinone was confirmed by its chemical degradation in base to methyl-2,4-dihydroxy-5-methoxybenzoic acid.
- Rousseau, Brigitte,Rosazza, John P. N.
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p. 3314 - 3317
(2007/10/03)
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- Photoreactions of 2,4-Dinitro-6-(phenyliodonio)phenolate with Some Nucleophiles
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2,4-Dinitro-6(phenyliodonio)phenolat (1) kann photochemisch mit Pyridin zu einem Pyridinium-Zwitterion 4, mit Phenylisocyanat zu einem 1,3-Benzoxathiol 5 und mit Thioharnstoffen zu λ3-Iodanen 6 umgesetzt werden.Ein denkbarer Mechanismus wird vo
- Spyroudis, Spyros P.
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p. 947 - 951
(2007/10/02)
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- Synthesis and Reactivity of 2-Oxidodiaryliodonium Zwitterions
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The direct synthesis of three new 2-oxidoaryliodonium zwitterions from phenols and aryliodine(III) bistrifluoroacetate and their reaction with nucleophiles and electrophiles are reported.Especially noteworthy is the reactivity of 2-methoxy-3,5-dinitrophenyl(phenyl)iodonium tetrafluoroborate (15) which is hydrolysed by water and solvolysed by alcohols at room temperature.
- Spyroudis, Spyros,Varvoglis, Anastasios
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p. 135 - 137
(2007/10/02)
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- KINETICS AND MECHANISM OF SUBSTITUTIVE NITRATION OF GUAIACOL DERIVATIVES WITH DILUTE NITRIC ACID
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The kinetics of the nitration reactions of a series of compounds which model the guaiacylpropane unit of lignin (vanillin, vanillic acid, and vanillic alcohol) to dinitroguaiacol by dilute nitric acid and aqueous sulfuric-nitric acid mixtures were investigated.It was shown that the substitution of the functional groups at the para position to the hydroxyl by a nitro group does not include an intermediate nitrosation stage but takes place by a free-radical mechanism, involving the formation and dissociation of nitroquinolide compounds.
- Bazanova, G. V.,Stotskii, A. A.
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p. 1845 - 1850
(2007/10/02)
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- KINETICS AND MECHANISM OF THE NITRATION OF GUAIACOL WITH DILUTE NITRIC ACID
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The kinetics of the nitration of guaiacol with dilute nitric acid to dinitroguaiacol were studied.It was established that the introduction of the first nitro group involves a nitrosation stage and subsequent free-radical oxidation of the obtained nitroso
- Bazanova, G. V.,Stotskii, A. A.
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p. 689 - 696
(2007/10/02)
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