- Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation
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The first catalytic procedure for the electrophilic nitration of phenols was developed using iodosylbenzene as an organocatalyst based on iodine(III) and aluminum nitrate as a nitro group source. This atom-economic protocol occurs under mild, non-Br?nsted acidic and open-flask reaction conditions with a broad functional-group tolerance including several heterocycles. Density functional theory (DFT) calculations at the (SMD:MeCN)Mo8-HX/(LANLo8+f,6-311+G) level indicated that the reaction proceeds through a cationic pathway that efficiently generates the NO2+ ion, which is the nitrating species under neutral conditions.
- Juárez-Ornelas, Kevin A.,Jiménez-Halla, J. Oscar C.,Kato, Terumasa,Solorio-Alvarado, César R.,Maruoka, Keiji
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supporting information
p. 1315 - 1319
(2019/03/07)
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- Preparation method of 4-(tert-butyl)-1-phenyl-imidazo[4,5,1-kl] phenoxazine
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The invention discloses a preparation method of 4-(tert-butyl)-1-phenyl-imidazo[4,5,1-kl] phenoxazine. The compound has a structure shown in formula I. The preparation method comprises the following steps of adopting p-tert-butyl phenol as a raw material, and obtaining p-tert-butyl ortho-dinitrochlorobenzene by nitrification of concentrated nitric acid; then adding DMF (Dimethyl Formamide) and sulfoxide chloride into a methylbenzene solvent system to carry out chlorination process; then carrying out Ullmann coupling reaction and ortho-aminophenol reaction to obtain 2-((4-(tert-butyl)-2,6-dinitrophenyl) amino)phenol); then adopting potassium hydroxide as an alkali, carrying out refluxing and ring closure under the environment of ethanol to obtain a phenoxazine mechanism; finally, reducing nitryl, and fusing rings with benzaldehyde to obtain a target compound, namely the 4-(tert-butyl)-1-phenyl-imidazo[4,5,1-kl] phenoxazine. The preparation method disclosed by the invention has the effects that due to a series of organic compounds, the range of organic photoelectric materials and pharmaceutical chemistry is expanded. (The formula I is described in the specification).
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Paragraph 0038; 0044; 0045
(2018/04/28)
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- NOVEL BENZAMIDES, PRODUCTION THEREOF, AND USE THEREOF AS MEDICAMENTS
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Heteroaryloxy-substituted benzoic acid amides of general formula I wherein the groups R1 to R7 as well as X and Y are defined according to claim 1, including the tautomers, the stereoisomers, the mixtures and the salts thereof. The compounds according to the invention are suitable for the treatment of respiratory complaints, particularly COPD and asthma.
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Page/Page column 71
(2012/05/07)
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- 7-(Piperazine-1-Ymethyl)-1H-Indole-2-Carboxylic Acid (Phenyl)-Amide Derivatives and Allied Compounds as P38 Map Kinase Inhibitors for the Treatment of Respiratory Diseases
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The present invention provides compounds according to general formula (I) which are proposed for the treatment of respiratory complaints, particularly asthma and COPD.
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Page/Page column 58
(2011/11/12)
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- CYTOKINE INHIBITORS
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The present invention provides low molecular weight compounds useful as cytokine inhibitors, and compositions thereof. In particular, compounds of the invention are useful as anti-inflammatory agents. There are further provided methods for the preparation of such agents and their use in preventing or treating conditions mediated by cytokines, such as for example arthritis, pain, cardiovascular disease and cancer.
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Page/Page column 123
(2008/12/07)
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- Highly efficient catalytic nitration of phenolic compounds by nitric acid with a recoverable and reusable Zr or Hf oxychloride complex and KSF
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Phenolic compounds can be nitrated with 60% nitric acid (1.2 equiv.) in the presence of catalytic amounts of a Zr or Hf oxychloride complex and montmorillonite KSF to give the corresponding nitrated products in good yields in a heterogeneous catalytic system. The co-catalyst and montmorillon ite can be easily recovered and reused in the next batch of nitration. This is a practical process for the nitration of phenolic compounds in a clean way. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
- Shi, Min,Cui, Shi-Cong,Yin, Wan-Po
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p. 2379 - 2384
(2007/10/03)
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- New insights into the reactivity of nitrogen dioxide with substituted phenols: A solvent effect
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Various alkyl-substituted phenols react readily with nitrogen dioxide (.NO2) in different solvents at room temperature. In all cases nitration is the major reaction and leads to the formation of mono- and dinitrophenols and 4-nitrocyclohexa-2,5-dienones from 2,4,6-tri-substituted phenols. Oxidation, dimerisation and, in one case, nitrosation are also observed. The reaction pathway followed changes according to the solvent and to the nature and the number of substituents on the phenolic ring. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
- Astolfi, Paola,Panagiotaki, Maria,Greci, Lucedio
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p. 3052 - 3059
(2007/10/03)
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- A New Method for Nitration of Phenolic Compounds
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Phenolic compounds can be nitrated by 65% nitric acid in the presence of catalytic amounts of montmorillonite KSF and bismuth(III) nitrate to give the corresponding nitrated products in good yields in a heterogeneous phase. The co-catalyst of KSF and Bi(NO3)3 can be easily recovered and reused in the next batch of nitration.
- Shi, Min,Cui, Shi-Cong
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p. 1197 - 1202
(2007/10/03)
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- Self-assembly, crystal structure, and magnetic properties of a phenoxo- bridged tetranuclear Cu(II) complex of the [2 x 2] grid type
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The ditopic ligand 3 has been synthesized. In its deprotonated form, it reacts with copper(II) ions to form a tetranuclear complex 1 of the [2 x 2] Cu4(II) grid type, the structure of which has been confirmed by X-ray crystallography. Magnetic studies of complex 1 indicate a very weak antiferromagnetic coupling between the phenoxo-bridged Cu(II) ions.
- Rojo, Javier,Lehn, Jean-Marie,Baum, Gerhard,Fenske, Dieter,Waldmann, Oliver,Mueller, Paul
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p. 517 - 522
(2007/10/03)
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- Method for inhibiting the growth of tobacco suckers
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The growth of tobacco suckers in tobacco plants is inhibited by applying to the tobacco plants an effective amount of a substituted 2,6-dinitroaniline alone or in combination with a surfactant.
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- 4-Tert-butyl-N-sec-butyl-2,6-dinitroaniline
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The novel 4-tert-butyl-N-sec-butyl-2,6-dinitroaniline and its optically active enantiomorphs are useful as herbicides, piscicides, for aquatic weed control and for dodder control.
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