- Visible Light-Promoted Aryl Azoline Formation over Mesoporous Organosilica as Heterogeneous Photocatalyst
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N-heterocyclic compounds demonstrate wide applications ranging from natural compound production to coordination chemistry. Usually, the synthesis of N-heterocyclic compounds is conducted under thermal conditions, mostly by Lewis acids or metal-containing compounds as molecular catalysts. Here, we report a photocatalytic route for aryl azoline formation by mesoporous organosilica as visible light-active and heterogeneous photocatalyst. Via formation of aromatic aldehydes with various amines, 2-phenyl-2-imidazoline, 2-phenyl-2-oxazoline, 2-phenyl-2-thiazoline and their derivatives could be formed with high conversion and selectivity. Additionally, the organosilica photocatalyst showed high stability and reusability.
- Wei, Wenxin,Li, Run,Huber, Niklas,Kizilsavas, G?nül,Ferguson, Calum T. J.,Landfester, Katharina,Zhang, Kai A. I.
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p. 3410 - 3413
(2021/05/29)
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- PPAR AGONISTS, COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF USE THEREOF
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Provided herein are compounds and compositions useful in increasing PPARδ activity. The compounds and compositions provided herein are useful for the treatment of PPARδ related diseases (e.g., muscular diseases, vascular disease, demyelinating disease, and metabolic diseases).
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Page/Page column 54-55
(2017/11/10)
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- New Insights into the Role of Imidazolium-Based Promoters for the Electroreduction of CO2 on a Silver Electrode
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The electrochemical reduction of CO2 to CO is a reaction of central importance for sustainable energy conversion and storage. Herein, structure-activity relationships of a series of imidazolium-based cocatalysts for this reaction are described,
- Lau, Genevieve P. S.,Schreier, Marcel,Vasilyev, Dmitry,Scopelliti, Rosario,Gr?tzel, Michael,Dyson, Paul J.
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supporting information
p. 7820 - 7823
(2016/07/07)
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- Solvent templates induced porous metal-organic materials: Conformational isomerism and catalytic activity
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Solvent templates induced Co-based metal-organic materials; conformational isomers {[Co2(pdpa)(CH3CN)(H2O)3]·CH3OH·H2O}n (1) and {[Co2(pdpa)(CH3CN)(H2O)3]}n (2) and {[Co5(pdpa)2(μ3-OH)2(H2O)6]·2H2O}n (3) [H4pdpa = 5,5′-(pentane-1,2-diyl)-bis(oxy)diisophthalic acid] were synthesized under the same solvothermal conditions except with different concentrations of cyclic ethers (1,4-dioxane or tetrahydrofuran) as structure-directing agents. Structural transformations from a three-dimensional (3D) framework of 1 containing channels with dimensions of μ6 ? × 6 ? to a two-dimensional layer structure of 2 consisting of large open channels with a size of μ15 ? × 8 ? and then to a 3D nonporous framework of 3, resulting from the different concentrations of cyclic ethers, were observed. The anion-π interactions between electron-efficient oxygen atoms of cyclic ethers and electron-deficient dicarboxylic acid aromatic cores in H4pdpa imported into the synthetic process accounted for the conformational change of the ligand H4pdpa and the following structural variations. A systematic investigation was conducted to explore how different concentrations of structure-directing agents affected the frameworks of resultant metal-organic frameworks. Furthermore, 1-3 were shown to be available heterogeneous catalysts for the synthesis of 2-imidazoline and 1,4,5,6-tetrahydropyrimidine derivatives by the cascade cycloaddition reactions of aromatic nitriles with diamines. The results showed that the catalytic activity of 2 was much higher than that of 1 and 3, because of its unique structural features, including accessible catalytic sites and suitable channel size and shape. In addition, a plausible mechanism for these catalytic reactions was proposed, and the reactivity-structure relationship was further clarified.
- Ding, Ran,Huang, Chao,Lu, Jingjing,Wang, Junning,Song, Chuanjun,Wu, Jie,Hou, Hongwei,Fan, Yaoting
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p. 1405 - 1413
(2015/05/27)
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- Microwave-assisted cascade cycloaddition for C-N bond formation: An approach to the construction of 1,4,5,6-tetrahydropyrimidine and 2-imidazoline derivatives
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An efficient strategy for the synthesis of various 1,4,5,6- tetrahydropyrimidine and 2-imidazoline derivatives has been reported. The reactions proceeded from nitriles with ethylenediamine or 1,3-diaminopropane via cascade cycloaddition in the presence of CuL2 (L = 2-hydroxy-2-phenylacetate) to afford the corresponding 1,4,5,6- tetrahydropyrimidine or 2-imidazoline derivatives under reflux conditions or microwave irradiation in excellent yields.
- An, Shujuan,Yin, Bing,Liu, Ping,Li, Xiangnan,Li, Chen,Li, Jianli,Shi, Zhen
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p. 2525 - 2532
(2013/09/24)
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- Trichloroisocyanuric acid as an efficient homogeneous catalyst for the chemoselective synthesis of 2-substituted oxazolines, imidazolines and thiazolines under solvent-free condition
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Trichloroisocyanuric acid, as a commercially available and inexpensive catalyst, was used in a new, facile and efficient procedure for the synthesis of 2-oxazolines, 2-imidazolines and 2-thiazolines through the reaction of nitriles with 2-aminoethanol, ethylenediamine or 2-aminoethanethiol under solvent-free conditions.
- Hojati, Seyedeh Fatemeh,Nezhadhoseiny, Seyede Atefe
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p. 1181 - 1189,9
(2020/09/14)
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- Efficient and one-pot catalytic synthesis of 2-imidazolines and bis-imidazolines with p-toluenesulfonic acid under solvent free conditions
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A practical, efficient, and inexpensive method for the synthesis of 2-imidazoline from the reaction of nitriles with ethylenediamine or 1,2-propanediamine using p-toluenesulfonic acid or pyridinium p-toluenesulfonate under reflux conditions is reported. This catalyst can be successfully applied for the chemoselective conversion of dicyanobenzenes to corresponding mono- and bis-imidazolines. The applications of these catalysts are feasible because of easy preparation, easy handling, stability, inexpensive, good activity, and eco-friendly.
- Nasr-Esfahani, Masoud,Montazerozohori, Morteza,Mehrizi, Safie
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experimental part
p. 249 - 254
(2011/05/07)
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- Copper-catalyzed synthesis of 2-imidazolines and their N-hydroxyethyl derivatives under various conditions
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A rapid and efficient method for the synthesis of 2-imidazolines and their N-hydroxyethyl derivatives from the reaction of aromatic nitriles with ethylenediamine (EDA) or N-(2-aminoethyl)ethanolamine (AEEA) using cupric indole-3-acetate (Cu(II)-(IAA)2) as a reusable catalyst under reflux and microwave conditions is reported. And seven new N-hydroxyethyl-imidazolines were reported for the first time.
- Zhang, Jin,Wang, Xiao,Yang, Meipan,Wan, Kerou,Yin, Bing,Wang, Yunxia,Li, Jianli,Shi, Zhen
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experimental part
p. 1578 - 1582
(2011/04/26)
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- 1,3-Dibromo-5,5-dimethylhydantoin as an efficient homogeneous catalyst for the synthesis of 2-arylthiazolines and 2-arylimidazolines
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A simple, facile, and efficient procedure for the synthesis of 2-arylthizolines and 2-arylimidazolines has been developed by the simple condensation of nitriles with 2-aminoethanethiol or ethylenediamine catalyzed by 1,3-dibromo-5,5-dimethylhydantoin under solvent-free conditions. Selective preparation of bisthiozolines and monoimidazolines from dinitriles and also selective conversion of arylnitriles to their corresponding 2-arylthiazolines or imidazolines in the presence of alkylnitriles can be considered as considerable advantages of this method.
- Hojati, Seyedeh Fatemeh,Mohammadpoor-Baltork, Iraj,Maleki, Behrooz,Gholizadeh, Mostafa,Shafiezadeh, Fatemeh,Haghdoust, Mahnaz
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experimental part
p. 135 - 141
(2010/04/04)
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- Efficient catalytic synthesis of 2-imidazolines and bis-imidazolines with silica supported tungstosilicic acid
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A rapid and efficient preparation of 2-imidazolines and bis-imidazolines by the reaction of ethylenediamine or 1,2-propanediamine with nitriles in the presence of catalytic amounts of tungstosilicic acid supported on SiO 2 under reflux condition, is reported. The advantages of this procedure are moderate reaction times, good to high yields and the ability to carry out the large scale reactions. ARKAT USA, Inc.
- Nasr-Esfahani, Masoud,Montazerozohori, Morteza,Moghadam, Majid,Akhlaghia, Parisa
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experimental part
p. 97 - 109
(2010/08/04)
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- Facile preparation of 2-imidazolines from aldehydes with tert-butyl hypochlorite
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An efficient and high-yield preparation of 2-imidazolines was achieved from aldehydes and ethylenediamines in the presence of tert-butyl hypochlorite. By this method, 1,3-bis(imidazolin-2-yl)benzene and 2,6-bis(imidazolin-2-yl) pyridine, which act as chiral ligands, could be prepared directly from the corresponding dialdehydes in high yields. Georg Thieme Verlag Stuttgart.
- Ishihara, Midori,Togo, Hideo
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p. 1939 - 1942
(2008/02/10)
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- One-pot synthesis of imidazolines from aldehydes: detailed study about solvents and substrates
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Imidazolines were prepared in one-pot operation from aldehydes and diamines through oxidation of aminal intermediates by NBS. This method could be applied to various aromatic and aliphatic aldehydes and N-nonsubstituted and N-monosubstituted 1,2-diamines. Furthermore, it was found that CH2Cl2 could be altered to TBME, a more environmentally friendly solvent, in the reaction using N-nonsubstituted 1,2-diamines. The reaction conditions were very mild and chemoselective.
- Fujioka, Hiromichi,Murai, Kenichi,Kubo, Ozora,Ohba, Yusuke,Kita, Yasuyuki
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p. 638 - 643
(2007/10/03)
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- Direct oxidative conversion of aldehydes and alcohols to 2-imidazolines and 2-oxazolines using molecular iodine
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Aldehydes were converted to the corresponding 2-imidazolines and 2-oxazolines in good yields by the reaction with ethylenediamine and aminoethanol, respectively, using molecular iodine and potassium carbonate. Moreover, primary alcohols were directly converted to the corresponding 2-imidazolines and 2-oxazolines via aldehydes in one-pot manner with ethylenediamine and aminoethanol, respectively, using molecular iodine and potassium carbonate.
- Ishihara, Midori,Togo, Hideo
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p. 1474 - 1480
(2007/10/03)
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- An efficient preparation of 2-imidazolines and imidazoles from aldehydes with molecular iodine and (diacetoxyiodo)benzene
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2-Imidazolines were easily prepared in quite good yields from the reaction of aldehydes and ethylenediamine with molecular iodine in the presence of potassium carbonate. Moreover, 2-imidazolines obtained were smoothly oxidized to the corresponding imidazoles in good yields using (diacetoxyiodo)benzene at room temperature. Georg Thieme Verlag Stuttgart.
- Ishihara, Midori,Togo, Hideo
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p. 227 - 230
(2007/10/03)
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- A mild and efficient one-pot synthesis of 2-dihydroimidazoles from aldehydes
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The reactions of various aldehydes and 1,2-diamines followed by NXS treatment proceed at 0°C-rt to give the corresponding dihydroimidazoles in high yields. The reaction is mild, and many functional groups such as halogens, nitriles, and esters can exist.
- Fujioka, Hiromichi,Murai, Kenichi,Ohba, Yusuke,Hiramatsu, Atsushi,Kita, Yasuyuki
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p. 2197 - 2199
(2007/10/03)
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