- Photochemical reactions of diazodihydronaphthalenones in cyclic ethers
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Photolysis of 4-diazonaphthalen-1(4H)-one (1a), 2-methyl-4-diazonaphthalen-1(4H)-one (1b) and 4-diazo-2-nitronaphthalen-1(4H)-one (1c) in neat THF and 1,4-dioxane produced a variety of products depending on the 2-substituent and the solvent. While 1a and
- Zhang, Wei,Shao, Xiangfeng,Yang, Li,Liu, Zhong-Li,Chow, Yuan L.
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Read Online
- Light-Controlled Tyrosine Nitration of Proteins
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Tyrosine nitration of proteins is one of the most important oxidative post-translational modifications in vivo. A major obstacle for its biochemical and physiological studies is the lack of efficient and chemoselective protein tyrosine nitration reagents. Herein, we report a generalizable strategy for light-controlled protein tyrosine nitration by employing biocompatible dinitroimidazole reagents. Upon 390 nm irradiation, dinitroimidazoles efficiently convert tyrosine residues into 3-nitrotyrosine residues in peptides and proteins with fast kinetics and high chemoselectivity under neutral aqueous buffer conditions. The incorporation of 3-nitrotyrosine residues enhances the thermostability of lasso peptide natural products and endows murine tumor necrosis factor-α with strong immunogenicity to break self-tolerance. The light-controlled time resolution of this method allows the investigation of the impact of tyrosine nitration on the self-assembly behavior of α-synuclein.
- Long, Tengfang,Liu, Lei,Tao, Youqi,Zhang, Wanli,Quan, Jiale,Zheng, Jie,Hegemann, Julian D.,Uesugi, Motonari,Yao, Wenbing,Tian, Hong,Wang, Huan
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supporting information
p. 13414 - 13422
(2021/05/12)
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- Preparation method of 1-nitro-2-naphthol derivative
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The invention belongs to the field of organic synthesis and in particular relates to a preparation method of a 1-nitro-2-naphthol derivative. The preparation method comprises the following steps: adding a 2-naphthol derivative shown as a formula I-1, tert-butyl nitrite and a certain amount of water into a dry reactor; adding a certain amount of an organic solvent and stirring at room temperature (commonly referring to 20 DEG C to 25 DEG C) for a period of time; after reacting, filtering an reaction solution through a glass dropper filled with silica gel; washing a filter cake with ethyl acetate; spinning and drying filtrate; carrying out silica gel column chromatography separation to obtain a target product with a formula I. A reaction formula can be shown in the description.
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Paragraph 0037; 0038
(2017/08/30)
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- Potassium Periodate/NaNO2/KHSO4-Mediated Nitration of Aromatic Compounds and Kinetic Study of Nitration of Phenols in Aqueous Acetonitrile
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Synthesis and kinetics of potassium periodate(KIO4)/NaNO2/KHSO4)-initiated nitration of aromatic compounds have been studied in aqueous acetonitrile medium. Synthesis of nitroaromatic compounds is achieved under conventional and solvent-free microwave conditions. Reaction times in microwave-assisted reaction are comparatively less than in conventional reaction. The reaction kinetics for the nitration of phenols in aqueous bisulfate and acetonitrile medium indicated first-order dependence on [phenol], [NaNO2], and [KIO4]. An increase in [KHSO4] accelerated the rate of nitration under otherwise similar conditions. The rate of nitration increased in the solvent of high dielectric media (solvents with high dielectric constant (D)). Observed results were in accordance with Amis and Kirkwood plots [log k′ vs. (1/D) and [(D ? 1)/(2D + 1)]. These observations probably indicate the participation of anionic species and molecular or (dipolar) species in the rate-determining step. In addition, the plots of (log k′) versus volume% of organic solvent were also linear, which probably indicate the importance of both electrostatic and nonelectrostatic forces, solvent–solute interactions during nitration of phenols. Reaction rates accelerated with the introduction of electron-donating groups and retarded with electron-withdrawing groups, but results could not be quantitatively correlated with Hammett's equation and depicted deviations from linearity. These deviations could probably be attributed to cumulative effects arising inductive, resonance, and steric effects. Leffler's plot (ΔH# vs. ΔS#) was found linear indicating the compensation (cumulative) effect of both enthalpy and entropy parameters in controlling the mechanism of nitration.
- Sriram, Y. Hemanth,Fatima, Touheeth,Rajanna,Kumar, M. Satish,Raju, R. Madhusudan
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supporting information
p. 622 - 632
(2017/06/30)
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- Preparation method of 2-nitro-1-naphthol derivative
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The invention belongs to the field of organic synthesis, and particularly relates to a preparation method of a 2-nitro-1-naphthol derivative. The preparation method comprises the following steps: adding a 1-naphthol derivative shown in Formula II-1, tert-butyl nitrite and a certain amount of water into a dry reactor, then adding a certain amount of organic solvent, and stirring at room temperature (generally 20-25 DEG C) for some time; and after the reaction is completed, filtering the reaction solution through a silica gel loaded glass dropper, flushing the filter cake with ethyl acetate, performing spin drying on the filtrate, and performing silica gel column chromatographic separation to obtain a target product shown in Formula II. The reaction formula is shown in the specification.
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Paragraph 0037; 0038
(2017/07/19)
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- Prussian Blue/NaNO2 as an Efficient Reagent for the Nitration of Phenols in Aqueous Bisulfate and Acetonitrile Medium: Synthetic and Kinetic Study
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The reaction kinetics of Prussian blue (PB)/NaNO2 initiated for the nitration of phenols by in aqueous bisulfate and acetonitrile medium indicated first-order dependence on [phenol], [NaNO2], and [PB]. An increase in [KHSO4] accelerated the rate of nitration under otherwise similar conditions. The rate of nitration was faster in the solvent of higher dielectric constant (D). Observed results were in accordance with Amis and Kirkwood plots [log k′ vs. (1/D) and [(D ? 1)/(2D + 1)]. These findings together with the linearity of plots, log k′ versus (vol% of acetonitrile (ACN)) and mole fraction of (nx) ACN, probably indicate the importance of both eloctrostatic and nonelctrostatic forces, solvent–solute interactions during nitration of phenols. Reaction rates accelerated with the introduction of electron-donating groups and retarded with electron-withdrawing groups, which are interpreted by Hammett's theory of linear free energy relationship. Hammett's reaction constant (ρ) is a fairly large negative (ρ 0) value, indicating attack of an electrophile on the aromatic ring. Furthermore, an increase in temperature decreased the reaction constant (ρ) values. This trend was useful in obtaining isokinetic temperature (β) from Exner's plot of ρ versus 1/T. Observed β value (337.8 K) is above the experimental temperature range (303–323 K), indicating that the enthalpy factors are probably more important in controlling the reaction.
- Srinivas, Pasnoori,Suresh, Muppidi,Rajanna,Krishnaiah
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supporting information
p. 209 - 218
(2017/02/05)
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- Room-Temperature, Water-Promoted, Radical-Coupling Reactions of Phenols with tert -Butyl Nitrite
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A radical-radical cross-coupling reaction of phenols with tert -butyl nitrite has been developed with the use of water as an additive. This method allows the construction of C-N bonds under an air atmosphere at room temperature, providing the ortho -nitrated phenol derivative in moderate to good yields.
- Wei, Wen-Ting,Zhu, Wen-Ming,Liang, Weida,Wu, Yi,Huang, Hui-Yan,Huang, Yi-Ling,Luo, Junfei,Liang, Hongze
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supporting information
p. 2153 - 2156
(2017/09/26)
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- Tertiary Butyl Nitrite Triggered Nitration of Phenols: Solvent- and Structure-Dependent Kinetic Study
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Nitration of phenols with tertiary butyl nitrite (TBN) obeyed second-order kinetics with a first-order dependence on [TBN] and [phenol] under acid-free conditions. Reaction rates were significantly altered by a change in the dielectric constant and other physical properties of solvent. The rate of nitration increased with an increase in temperature (303-323 K) in different solvent media (acetonitrile, dichloroethane, CCl4, dimethyl formamide (DMF), and toluene). The rates of nitration (log k) could not fit into either Amis or Kirkwood plots [log k' vs. (1/D) or [(D - 1)/(2D + 1)], but the trends were better explained by the basic form of multivariate linear solvent energy relationships (MLSER) suggested by the Koppel and Palm approach on the one hand and the Kamlet and Taft approach on the other hand. These observations probably substantiate that cumulative contributions of basic solvent parameters (equilibrium as well as frictional solvent effects) and solvent-solute interactions for solvation of transition state during nitration of phenols. Reaction rates accelerated with the introduction of electron-donating groups and retarded with electron-withdrawing groups. Accordingly, the reactivity of structurally different phenols was found to follow the following sequence: p-OH > p-MeO > p-Me > H > m-Me > p-Cl > p-Br > m-Cl > p-NO2 > m-OH. The results are interpreted by Hammett's theory of linear free energy relationship. The reaction constant (Hammett's ρ) is a measure of the sensitivity of the reaction toward the electronic effects of the substituent. The rho (ρ) values obtained from the present experiments are fairly large negative values (ρ CH3) versus σ? or, Es or combined Taft's relationship. However, Charton's MLRA of the log k with polar, resonance, steric, hydrophobicity, and molar refractivity showing a very good linear relationship was obtained. It is of interest to note that when log kexp values are correlated with log kcal a perfect linearity is obtained with a correlation coefficient of unity, indicating the consonance between experimental and calculated rate constants in the present work.
- Kumar, M. Satish,Rajanna,Venkateswarlu,Rao, K. Lakshman
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supporting information
p. 171 - 196
(2016/04/09)
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- N-methyl-2-chloropyridinium iodide/NaNO2/Wet SiO2: Neutral reagent system for the nitration of activated aromatic compounds under very mild conditions
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Mononitration of activated aromatic compounds using N-methyl-2-chloro-pyridinium iodide (Mukaiyama reagent)/NaNO2/wet SiO2 reagent system under neutral, very mild and environmentally safer reaction condition has been developed. Various structurally diverse aromatic rings are subjected in this condition and the corresponding nitro-aromatic compounds are prepared in moderately high yields.
- Azadi, Roya,Nazari-Far, Zahra
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p. 136 - 140
(2015/06/22)
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- Vanadium pentoxide as a catalyst for regioselective nitration of organic compounds under conventional and nonconventional conditions
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Vanadium pentoxide is used as an efficient catalyst for regioselective nitration of aromatic compounds under conventional and nonconventional conditions such as ultrasonically assisted (USAR) and microwave-assisted reactions (MWAR). The reactions underwent smoothly and afforded good yields of products with high regioselectivity. Observed longer reaction times (about 8 h) in V2O5 catalyzed reactions reduced to (0.5/30 min) under sonication and (90 s) in the case of MWAR. When ortho position is blocked, para derivatives are obtained as end products while ortho nitro products are obtained when para position is blocked.
- Venkatesham,Reddy, K. Rajendar,Rajanna,Veerasomaiah
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p. 921 - 926
(2014/04/03)
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- Phosphoric acid modified montmorillonite clay: A new heterogeneous catalyst for nitration of arenes
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The easily available montmorillonite clay is treated with phosphoric acid and 10 wt.% is found to be the optimum concentration of phosphoric acid that can be adsorbed chemically on the surface of the clay. Acidity of this phosphoric acid treated montmorillonite clay (PAM) is determined by volumetric as well as potentiometric titration and characterized. Catalytic efficacy of PAM in nitration of various aromatic compounds is reported.
- Bharadwaj, Saitanya K.,Boruah, Purna K.,Gogoi, Pradip K.
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p. 124 - 128
(2014/12/11)
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- Microwave assisted synthesis of nitro phenols from the reaction of phenols with urea nitrate under acid-free conditions
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Urea nitrate was found to be an inexpensive, acid-free, and safe nitrating agent that provides mononitration of phenols and substituted phenols in excellent yields with exclusive ortho-selectivity under microwave irradiation. Microwave assisted reactions reduced the reaction times substantially and enhanced the product yields from good to excellent within shorter reaction times.
- Verma, Sanny,Pandita, Sangeeta,Jain, Suman L.
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p. 1320 - 1322
(2014/03/21)
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- ONE POT PROCESS FOR THE CONVERSION OF AROYL CHLORIDES TO ACYL THIOUREAS
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The present invention disclose an improved one pot process for synthesis of acyl thioureas of formula (I), with yield greater than 80%, from aroyl chlorides of formula (I) wherein, R' is an aryl or a heteroarylene group substituted with one or more groups selected from hydrogen, alkyl, alkylene, alkynyl, alkoxy, alkenyloxy, halo, hydroxyl, nitro, amino, carboxyl, ester, halogenated hydrocarbon or an aryl or heteroaryl; R" and R"' are selected independently from hydrogen, alkyl, alkylene, alkynyl, alkoxy, alkenyloxy, halo, hydroxyl, nitro, amino or halogenated hydrocarbon.
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Page/Page column 8; 12
(2014/06/24)
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- Oxalylchloride/DMF as an efficient reagent for nitration of aromatic compounds and nitro decarboxylation of cinnamic acids in presence of KNO 3 or NaNO2 under conventional and nonconventional conditions
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Nitration of aromatic compounds and cinnamic acids with oxalylchloride/DMF afforded the corresponding nitro derivatives in the presence of KNO3 or NaNO2 under conventional and nonconventional (ultrasonic and microwave) conditions. The present methodology offers several benefits such as excellent yields, simple work-up procedure, and short reaction times. The yields obtained under present methodology are comparable with those obtained from (POCl3/DMF/KNO3 or NaNO2) and (SOCl 2/DMF/KNO3 or NaNO2) systems followed by shorter reaction times. The reaction times of sonication and microwave conditions are very shorter than those of the conventional conditions.
- Kumar, M. Satish,Reddy, K. Rajendar,Rajanna,Venkanna,Krishnaiah
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p. 977 - 983
(2013/06/05)
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- Ultrasonic and microwave-assisted synthesis of β-nitro styrenes and nitro phenols with tertiary butyl nitrite under acid-free conditions
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Tertiary butyl nitrite (TBN) is an acid-free and safe nitrating agent that provides preferentially β-nitrostyrenes with cinnamic acids and corresponding nitro derivatives with phenols in good yields under classical conditions. However, ultrasonic and microwave-assisted reactions reduced the reaction times substantially and enhanced the yields from good to excellent. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
- Kumar, M. Satish,Rajanna,Reddy, K. Rajendar,Venkateswarlu,Venkanna
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supporting information
p. 2672 - 2677
(2013/07/26)
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- Heteropolyacids as an efficient and reusable catalytic system for the regiospecific nitration of phenols with metal nitrates
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Highly regiospecific mononitration of phenols and substituted phenols is accomplished employing a metal nitrate and a catalytic amount of heteropolyacid in acetonitrile. An xclusive ortho-selectivity was observed with excellent yields. A variety of metal nitrates were used to obtain o-nitrophenols exclusively in good to excellent yields. The use of heteropolyacid is key for the selectivity observed.
- Baghernejad, Bita,Heravi, Majid M.,Oskooie, Hossein A.,Bamoharram, Fatemeh F.
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experimental part
p. 145 - 152
(2012/04/18)
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- Cellulose-supported Ni(NO3)2.6H2O/2,4,6- trichloro-1,3,5-triazine (TCT) as a mild, selective, and biodegradable system for nitration of phenols
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Nitration of certain phenols and naphthols in the presence of biodegradable cellulose-supported Ni(NO3)2.6H2O/2,4,6- trichloro-1,3,5-triazine was carried out in acetonitrile at room temperature. Ortho nitrated phenols were obtained regioselectively within a short reaction time with good yields. The reaction condition was mild, and the employed cellulose could be recovered several times for further use. Copyright
- Nemati, Firouzeh,Kiani, Hossein,Hayeniaz, Yaser Saeidi
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experimental part
p. 2985 - 2992
(2011/08/22)
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- Zn(NO3)2·6H2O/2,4,6-trichloro-1,3,5-triazine (TCT) a mild and selective system for nitration of phenols
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Certain phenols and naphthols were nitrated regioselectively with Zn(NO3)2·6H2O/TCT in acetonitrile as solvent at room temperature and short reaction time in good yields. The reaction condition was mild. TCT is a cheap and commercially available reagent. It performed as an acid catalyst in this transformation.
- Nemati, Firouzeh,Kiani, Hossein
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experimental part
p. 403 - 406
(2010/12/24)
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- KHSO4 as an efficient catalytic system for the regiospecific nitration of phenols with metal nitrates
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Highly regiospecific mononitration of phenol and substituted phenols was accomplished employing a metal nitrate and a catalytic amount of KHSO4 in acetonitrile. An exclusive ortho-selectivity was observed with excellent yields. A variety of metal nitrates were used to obtain o-nitrophenols exclusively in good to excellent yields. The use of KHSO4 is key for the selectivity observed.
- Baghernejad, Bita,Oskooie, Hossein A.,Heravi, Majid M.,Beheshtiha, Yahia Sh.
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experimental part
p. 393 - 396
(2010/10/02)
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- Zeolite H-Y-supported copper(II) nitrate: A simple and effective solid-supported reagent for nitration of phenols and their derivatives
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Highly regiospecific mononitration of phenols and substituted phenols is accomplished by employing copper(II) nitrate supported on a catalytic amount of zeolite H-Y in a solid state. Copyright Taylor & Francis Group, LLC.
- Lalitha,Sivakumar
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p. 1745 - 1752
(2008/09/20)
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- Mild and selective nitration of phenols by zeofen
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Certain phenols and naphthols were nitrated regioselectively with zeofen in dichloromethane as solvent at room temperature and in a short reaction time to give good yields. Copyright Taylor & Francis Group, LLC.
- Bigdeli, Mohammad A.,Heravi, Majid M.,Nemati, Firouzeh
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p. 2225 - 2230
(2008/02/07)
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- Highly efficient nitration of phenolic compounds by zirconyl nitrate
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Zirconyl nitrate was found to be an excellent reagent in the nitration of phenol and substituted phenols to give nitrated phenols. This procedure works efficiently on most of the examples at room temperature yielding nitro derivatives in fair to good yields with high regioselectivity.
- Selvam, J. Jon Paul,Suresh,Rajesh,Reddy, S. Ravinder,Venkateswarlu
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p. 2507 - 2509
(2007/10/03)
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- p-Toluenesulfonic acid catalyzed regiospecific nitration of phenols with metal nitrates
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Highly regiospecific mononitration of phenols and substituted phenols is accomplished employing a metal nitrate and a catalytic amount of p-toluenesulfonic acid in acetone. An exclusive ortho-selectivity was observed with excellent yields. A variety of metal nitrates were used to obtain o-nitrophenols exclusively in good to excellent yields. The use of p-toluenesulfonic acid is key for the selectivity observed.
- Anuradha,Srinivas,Aparna,Rao, J. Madhusudana
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p. 4933 - 4935
(2007/10/03)
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- Solid-state regioselective nitration of activated hydroxyaromatics and hydroxycoumarins with cerium (IV) ammonium nitrate
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Predominant ortho-selective mononitration of low-melting and liquid phenols and hydroxycoumarins in moderate to high yields has been accomplished upon grinding with solid cerium (IV) ammonium nitrate (CAN). Microwave-assisted expeditious CAN-mediated nitration of relatively high melting phenols and hydroxycoumarins with high efficiency and selectively under solvent-free conditions has been also developed to address the problems of sluggishness and low yield for these reluctant substrates.
- Ganguly, Nemai C.,Dutta, Sanjoy,Datta, Mrityunjoy,De, Prithwiraj
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p. 733 - 735
(2007/10/03)
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- On the role of nitrogen monoxide (nitric oxide) in the nitration of a tyrosine derivative and model compounds
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The nitration of tyrosine derivatives with nitrogen monoxide (nitric oxide) occurs only in the presence of dioxygen, and the hypothesized mechanism involves nitrogen dioxide (.NO2). For better understanding of the reaction mechanism, the nitration of model compounds - such as 1- and 2-naphthols and their corresponding 2- and 1-nitroso derivatives with nitrogen monoxide in the presence and in the absence of dioxygen was studied. The results described here show that tyrosine and naphthols do not undergo nitrosation when they react with .NO, and so nitrosation of tyrosine in biological systems is highly unlikely. In addition, the oxidation of nitrosonaphthols ? isonitrosonaphthols by nitric oxide and its derivatives to the corresponding nitro derivatives does not involve the oxoammonium ion, as reported previously. The mechanistic proposals are supported mainly by ESR investigation and electrochemical data. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
- Giorgini, Elisabetta,Petrucci, Rita,Astolfi, Paola,Mason, Ronald P.,Greci, Lucedio
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p. 4011 - 4017
(2007/10/03)
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- Hydroxylation of nitrated naphthalenes with KO2/crown ether
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Superoxide radical anion (O2/·-), generated by KO2/crown ether, is effective for hydroxylation of nitronaphthalenes. When mono- and di-nitronaphthalenes are treated with KO2/crown ether, hydroxylation results at
- Fukuhara,Hara,Nakanishi,Miyata
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p. 1532 - 1535
(2007/10/03)
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- A study of the reaction of different phenol substrates with nitric oxide and peroxynitrite
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The reactivity of different phenol substrates with nitric oxide and peroxynitrite was investigated. In general, nitration is the major reaction with peroxynitrite, while reactions with aqueous solutions of nitric oxide led to mixtures of nitro and nitroso derivatives depending upon the phenol. Nitrosation occurs on phenol substrates bearing a free para- position with respect to the OH group with the exception of 1-naphthol, which afforded a 1:1 mixture of the 2- and the 4-nitroso derivatives. Chromans 7 and 8 showed the highest reactivity with peroxynitrite, which suggests that they can act as efficient scavengers of this toxic intermediate. In both cases the corresponding 5-nitro derivative was the only reaction product detected. Finally, the fact that chroman 8 reacts with nitric oxide to afford the p- quinone derivative 22a in 90% yield suggests that this antioxidant could also be of potential use as specific nitric oxide tracer in biological tissues.
- Yenes, Susana,Messeguer, Angel
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p. 14111 - 14122
(2007/10/03)
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- Hydroxylation of Nitroarenes with Alkyl Hydroperoxide Anions via Vicarious Nucleophilic Substitution of Hydrogen
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Rhone-Poulenc Polska Ltd., ul. Grzybowska 80/82, 00-844 Warszawa, Poland Garbo- and heterocyclic nitroarenes react with anions of tert-butyl and cumyl hydroperoxides in the presence of strong bases to form substituted o- and p-nitrophenols. The reaction usually proceeds in high yields and is of practical value as a method of synthesis and manufacturing of nitrophenols. Orientation of the hydroxylation can be controlled to a substantial extent by selection of the proper conditions. Basic mechanistic features of this process were clarified.
- Makosza, Mieczyslaw,Sienkiewicz, Krzysztof
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p. 4199 - 4208
(2007/10/03)
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- Phase-Transfer Catalysis in Electrophilic Substitution Reactions. IV. Reactivity in Nitration under Conditions of Phase-Transfer Catalysis
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Phase-transfer nitration catalyzed by tetra(perfluorophenyl)borates have been performed with a series of mono- and polycyclic arenes.The unexpectedly low reactivity of monocyclic hydrocarbons is explained in terms of correlation between the substrate selectivity and ionization potentials.The regioselectivity of nitration of alternant hydrocarbons is qualitatively consistent with the density of frontier electrons in the ground state of the substrate molecule.
- Kachurin, O. I.,Velichko, L. I.,Zaraiskii, A. P.
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p. 651 - 656
(2007/10/03)
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- Process for producing azo pigment
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A process for producing an azo pigment, which comprises coupling an aromatic diazonium compound with 3-hydroxy-2-naphthoic acid and at least one binaphthol and optionally, laking the resulting pigment.
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- Light-Induced Self-Nitrosation of Polycyclic Phenols with Nitrosamine. Excited State Proton Transfer
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Photoexcitation of polycyclic phenols in the presence of N-nitrosodimethylamine caused the self-nitrosation of the phenols to give 1,2- or 1,4-quinone monooximes.With use of naphthols as models, the key step of the photonitrosation was shown to be a dual sensitization process from the lowest singlet excited state of naphthols by proton transfer followed by energy migration within an exciplex to cause the known homolysis of the nitrosamine; it is assumed that the resulting radical species undergo nitrosation of naphtholates.The crucial requirement of the excited state proton transfer (ESPT) reaction is established by quenching of the photonitrosation by general bases, such as water and TEA, with quenching rate constants close to those of naphthol fluorescence by these bases.
- Chow, Yuan L.,Wu, Zheng-Zhi
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p. 5260 - 5267
(2007/10/02)
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- Nitrocyclohexadienones : a new class of nitrating agents
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Various nitrocyclohexadienones are proposed as new nitrating agents. These compounds are easy to prepare from corresponding phenols, easy to handle and stable. Nitrocyclohexadienones act as nitronium carriers using rearomatization as the driving force and permit nitration of highly activated substrates under mild conditions and with good yields.
- Lemaire, Marc,Guy, Alain,Roussel, Jacques,Guette, Jean-paul
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p. 835 - 844
(2007/10/02)
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- NITROCYCLOHEXADIENONES : CONVENIENT NEW MONO-NITRATING AGENTS FOR AROMATIC COMPOUNDS
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Nitrocyclohexadienones are effective nitrating agents for naphtols in dry ether at room temperature to give good yields of mononitrated products.
- Roussel, J.,Lemaire, M.,Guy, A.,Guette, J.P.
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- Method for preparing adduct of butadiene polymer or copolymer and α, β-ethylenically unsaturated dicarboxylic acid compound
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In a method for preparing an adduct of (A) a butadiene lower polymer or butadiene lower copolymer and (B) a α,β-ethylenically unsaturated dicarboxylic acid compound, said method is characterized in that said (A) and (B) are caused to react in the presence of one or more compounds selected from (C) p-phenylenediamine derivatives, catechol derivatives, pyrogallol derivatives, N-nitrosamines, quinoline derivatives and naphthol derivatives, thus serious increase of the viscosity of said adduct in the addition reaction can be prevented.
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- Preparation of nitrophenols
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A process for the preparation of nitrophenols by adding over a period of time a suspension containing from about 4 to about 20 per cent weight/volume of nitrosated phenol to a nitric acid solution containing between 45 and 100 per cent by weight of nitric acid, said solution being maintained at a temperature in the range from about 45° to 100°C.
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