37021-63-9Relevant academic research and scientific papers
Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation
Juárez-Ornelas, Kevin A.,Jiménez-Halla, J. Oscar C.,Kato, Terumasa,Solorio-Alvarado, César R.,Maruoka, Keiji
supporting information, p. 1315 - 1319 (2019/03/07)
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.
IDO inhibitors
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Page/Page column 327, (2018/09/02)
Presently provided are methods for (a) modulating an activity of indoleamine 2,3-dioxygenase comprising contacting an indoleamine 2,3-dioxygenase with a modulation effective amount of a compound as described in one of the aspects described herein; (b) treating indoleamine 2,3-dioxygenase (IDO) mediated immunosuppression in a subject in need thereof, comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; (c) treating a medical conditions that benefit from the inhibition of enzymatic activity of indoleamine-2,3-dioxygenase comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; (d) enhancing the effectiveness of an anti-cancer treatment comprising administering an anti-cancer agent and a compound as described in one of the aspects described herein; (e) treating tumor-specific immunosuppression associated with cancer comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; and (f) treating immunosuppression associated with an infectious disease, e.g., HIV-I infection, comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount a compound as described in one of the aspects described herein.
Nitration of arenes by 1-sulfopyridinium nitrate as an ionic liquid and reagent by in situ generation of NO2
Moosavi-Zare, Ahmad Reza,Zolfigol, Mohammad Ali,Zarei, Mahmoud,Noroozizadeh, Ehsan,Beyzavi, M. Hassan
, p. 89572 - 89577 (2016/10/03)
1-Sulfopyridinium nitrate was synthesized as a potent nitrating agent for the nitration of arenes without the need for any co-catalysts. A variety of nitro compounds were synthesized and fully characterized by IR, 1H NMR, 13C NMR, thermal gravimetric analysis (TGA), differential thermal gravimetry (DTG), CHN analysis and mass spectroscopy. Mechanistically, in situ generated nitrogen dioxide as a radical from the reagent is proposed for the presented nitration protocol.
Melamine-(H2SO4)3 and PVP-(H 2SO4)n as solid acids: Synthesis and application in the first mono- and di-nitration of bisphenol A and other phenols
Chehardoli, Gholamabbas,Zolfigol, Mohammad Ali,Azimi, Seyedeh Bahareh,Alizadeh, Ebadollah
experimental part, p. 827 - 830 (2012/02/14)
Melamine and poly vinylpyrrolidone (PVP) reacted with neat sulfuric acid readily to form two new organic solid acids namely melamine-(H 2SO4)3 and PVP-(H2SO 4)n. These solid acids were used for the first nitration of bisphenol A as well as other phenols in the presence of NH4NO 3. Mono- and di-nitro bisphenol A have been characterized with IR and 1H NMR techniques.
Nitration of phenolic compounds and oxidation of hydroquinones using tetrabutylammonium chromate and dichromate under aprotic conditions
Pourali, Ali Reza,Goli, Arezou
scheme or table, p. 63 - 67 (2012/01/13)
In this work, we have reported a mild, efficient and selective method for the mononitration of phenolic compounds using sodium nitrite in the presence of tetrabutylammonium dichromate (TBAD) and oxidation of hydroquinones to quinones with TBAD in CH2Cl2. Using this method, high yields of nitrophenols and quinones were obtained under neutral aprotic conditions. Tetrabutylammonium chromate (TBAC) can also be used as oxidant at same conditions. Indian Academy of Sciences.
Bromodimethylsulfonium bromide/tetrabutylammonium nitrite: An efficient catalyst mixture for the nitration of phenols
Akhlaghinia, Batool,Pourali, Alireza
experimental part, p. 753 - 759 (2010/12/18)
Nitrophenols were obtained via direct nitration of phenols with tetrabutylammonium nitrite in the presence of bromodimethylsulfonium bromide at room temperature in high yields under aprotic conditions. TUeBITAK.
Selective nitration of phenols using bismuth subnitrate/charcoal in the presence of trichloroisocyanuric acid under aprotic conditions
Pourali, Ali Reza,Fatemi, Fatemeh
experimental part, p. 1283 - 1286 (2011/10/05)
A mild, efficient and regioselective method for the mononitration of phenolic compounds is described using bismuth subnitrate/charcoal in the presence of trichloroisocyanuric acid in CH2Cl2 at room temperature.
PEG-N2O4: An efficient nitrating agent for the selective mono- and dinitration of phenols under mild conditions
Zolfigol, Mohammad Ali,Madrakian, Elaheh,Ghaemi, Ezat,Niknam, Khodabakhsh
, p. 3366 - 3374 (2008/12/22)
N2O4 was easily impregnated on polyethyleneglycol to give a stable reagent. The polyethyleneglycol-N2O4 (PEG-N2O4) system was used as an effective nitrating agent for the nitration of phenols. Mono- and dinitrophenols can be obtained via direct nitration of phenols in the presence of PEG-N2O4 at room temperature in moderate to high yields. Copyright Taylor & Francis Group, LLC.
Tribromoisocyanuric acid/NaNO2: A new reagent for mononitration of phenols under mild and heterogeneous conditions
Niknam, Khodabakhsh,Zolfigol, Mohammad Ali,Madrakian, Elaheh,Ghaemi, Ezat
, p. 109 - 112 (2008/09/17)
Nitrophenols can be obtained via direct nitration of phenols with tribromoisocyanuric acid, NaNO2 and wet SiO2 at room temperature in good to high yields.
1,3-Dihalo-5,5-dimethylhydantoin or citric acid/NaNO2 as a heterogeneous system for the selective mononitration of phenols under mild conditions
Zolfigol, Mohammad A.,Ghaemi, Ezat,Madrakian, Elaheh,Choghamarani, Arash G.
, p. 41 - 42 (2007/10/03)
Direct nitration of phenols was performed using 1,3-dichloro-5,5- dimethylhydantoin, 1,3-dibromo-5,5-dimethylhydantoin or citric acid/NaNO 2 in the presence of wet SiO2 at room temperature.
