- Luminescent sensing of Fe3+ and K+ by three novel imidazole dicarboxylate-based MOFs
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In this paper, three luminescent metal–organic frameworks, namely: [Zn(p-IPhHIDC)]n (1), {[Cd(p-IPhIDC)(H2O)]·CH3OH}n (2) and [Zn(p-TIPhHIDC)]n (3), bearing two novel substituted imidazole dicarboxyla
- Huang, Qiuying,Wang, Jifeng,Wang, Qi,Li, Gang
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- Cofacial porphyrin dimers assembled from N-heterocyclic carbene-metal bonds
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A porphyrin bearing four imidazolium rings on the meso positions was used as an N-heterocyclic carbene (NHC) precursor for the synthesis of porphyrin dimers with face-to-face orientations. The porphyrins are connected through the formation of eight M-CNHC bonds, with M = AgI or AuI.
- Rose, Clémence,Lebrun, Aurélien,Clément, Sébastien,Richeter, Sébastien
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- Magnetically retrievable lepidocrocite supported copper oxide nanocatalyst (Fe-CuO) for N-arylation of imidazole
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A simple and efficient lepidocrocite-supported copper oxide catalyst (Fe-CuO) has been successfully prepared by a simple precipitation method in aqueous medium from readily available inexpensive starting materials and was used as a heterogeneous nanocatal
- Sivakami,Babu, S. Ganesh,Dhanuskodi,Karvembu
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- A convenient and efficient method for the synthesis of new 2-(4-amino substituted benzilidine) indanone derivatives
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An efficient and improved process for the synthesis of novel 1-indanones derivatives has been developed. In the first step of the presented new process, 4-bromobenzaldehyde reacts with 5, 6-dimethoxy-2, 3-dihydro-1H-inden-1-one by N-arylation of correspon
- Teimuri-Mofrad, Reza,Nikbakht, Roghaye,Gholamhosseini-Nazari, Mahdi
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- Application of hydrazino and hydrazido linkers to connect benzenesulfonamides with hydrophilic/phobic tails for targeting the middle region of human carbonic anhydrases active site: Selective inhibitors of hCA IX
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Herein we report the design and synthesis of three different sets of novel benzenesulfonamides (5a-e, 7a-e and 10a-d) incorporating hydrophilic/hydrophobic tails by hydrazido or hydrazino linkers. The newly synthesized benzenesulfonamides were examined in vitro for their inhibitory activity towards four human (h) carbonic anhydrase (hCA, EC 4.2.1.1) isoforms, hCA I, II, IX and XII using a stopped-flow CO2 hydrase assay. All these isoforms were inhibited by the sulfonamides (5a-e, 7a-e and 10a-d) with variable degrees in the following KI ranges: 76.8–357.4 nM for hCA I, 8.2–94.6 nM for hCA II, 2.0–46.3 nM for hCA XI, and 8.3–88.3 nM for hCA XII. The sulfonamide 7d exhibited potent anti-proliferative activity against breast MCF-7 cancer cell line under both normoxic and hypoxic conditions with IC50 values equal 3.32 ± 0.06 and 8.53 ± 0.32 μM, respectively, which are comparable to the reference drug doxorubicin (IC50 = 2.36 ± 0.04 and 8.39 ± 0.25 μM, respectively). Furthermore, 7d was screened for cell cycle disturbance and apoptosis induction in MCF-7 cells. It was found to persuade cell cycle arrest at G2-M stage as well as to alter the Sub-G1 phase, also, 7d resulted in a significant increase in the percent of annexinV-FITC positive apoptotic cells from 1.03 to 18.54%. Molecular docking study was carried out for 7d within the hCA IX and hCA XII active sites to rationalize the obtained inhibition results.
- Allam, Heba Abdelrasheed,Fahim, Samar H.,F.Abo-Ashour, Mahmoud,Nocentini, Alessio,Elbakry, Mohamed E.,Abdelrahman, Mohamed A.,Eldehna, Wagdy M.,Ibrahim, Hany S.,Supuran, Claudiu T.
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- Study of SNAr reactions of halobenzenes with imidazole under ultrasonic and microwave irradiation
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Nucleophilic aromatic substitution reactions with imidazole of haloarenes having strongly electron-withdrawing groups were studied under ultrasonic and microwave irradiations. The course of the SNAr reactions was found to be strongly dependent on the electron-withdrawing properties of the substituents as well as on the leaving ability of the halogen atom. Microwave irradiation allowed to shorten the reaction time and to increase the yields compared with ultrasonic irradiation. Springer-Verlag 2004.
- Meciarova, Maria,Podlesna, Janka,Toma, Stefan
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- Biocatalytic Cross-Coupling of Aryl Halides with a Genetically Engineered Photosensitizer Artificial Dehalogenase
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Devising artificial photoenzymes for abiological bond-forming reactions is of high synthetic value but also a tremendous challenge. Disclosed herein is the first photobiocatalytic cross-coupling of aryl halides enabled by a designer artificial dehalogenase, which features a genetically encoded benzophenone chromophore and site-specifically modified synthetic NiII(bpy) cofactor with tunable proximity to streamline the dual catalysis. Transient absorption studies suggest the likelihood of energy transfer activation in the elementary organometallic event. This design strategy is viable to significantly expand the catalytic repertoire of artificial photoenzymes for useful organic transformations.
- Fu, Yu,Huang, Jian,Wu, Yuzhou,Liu, Xiaohong,Zhong, Fangrui,Wang, Jiangyun
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- A highly selective colorimetric chemosensor for detecting the respective amounts of iron(II) and iron(III) ions in water
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A novel colorimetric chemosensor containing terpyridine was synthesized. It showed high selectivity and sensitivity for Fe(ii) and Fe(iii) ions in neutral aqueous solution in the presence of other metal ions such as Cd2+, Cr3+, Znsu
- Liang, Zuo-Qin,Wang, Cai-Xia,Yang, Jia-Xiang,Gao, Hong-Wen,Tian, Yu-Peng,Tao, Xu-Tang,Jiang, Min-Hua
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- N-arylation of heterocycles with activated chloro- and fluoroarenes using nanocrystalline copper(II) oxide
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Nanocrystalline copper oxide was found to be an effective heterogeneous catalyst for the N-arylation of heterocycles with activated chloro- and fluoroarenes using potassium carbonate as base. N-Arylated products were isolated in good to excellent yields. The catalyst can be used for five cycles with almost consistent activity.
- Kantam, M. Lakshmi,Yadav, Jagjit,Laha, Soumi,Sreedhar, Bojja,Jha, Shailendra
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- Attaching azoles to Hantzsch 1,4-dihydropyridines: Synthesis, theoretical investigation of nonlinear optical properties, antimicrobial evaluation and molecular docking studies
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In the present study, we designed three novel compounds via the combination of two precious nitrogen-containing scaffolds; 1,4-dihydropyridine (DHP) and azole, in the same molecule. To synthesize the title compounds, initially, azolyl benzaldehydes were o
- Dengiz, Cagatay,Gündüz, Miyase G?zde,Ko?ak Aslan, Ebru,Nikodinovic-Runic, Jasmina,Skaro Bogojevic, Sanja
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- Novel 2-Arylbenzimidazole derivatives as multi-targeting agents to treat Alzheimer’s disease
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This study describes the synthesis, pharmacological evaluation, including acetylcholinesterase (AChE)/butyrylcholinesterase (BChE) inhibition, amyloid beta (Aβ) antiaggregation, and neuroprotective effects, as well as molecular modeling of novel 2-(4-subs
- Unsal-Tan, Oya,Ozadali-Sari, Keriman,Ayazgok, Beyza,Kü?ükk?l?n?, Tuba Tüylü,Balkan, Ayla
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- Visible-Light-Induced Cycloaddition of α-Ketoacylsilanes with Imines: Facile Access to β-Lactams
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We report the synthesis of β-lactams from α-ketoacylsilanes and imines, which proceeds via a formal [2+2] photochemical cycloaddition with in situ generation of siloxyketene. This mild and operationally simple reaction proceeds in an atom-economic fashion with broad substrate scope, including aldimines, ketimines, hydrazones, and fused nitrogen heterocycles, affording a variety of important β-lactams with satisfactory diastereoselectivities in most cases. This reaction also features good functional-group tolerance, facile scalability and product diversification. Experimental and computational studies suggest that α-ketoacylsilanes can serve as photochemical precursors by engaging in a 1,3 silicon shift to the distal carbonyl group.
- Ye, Jian-Heng,Bellotti, Peter,Paulisch, Tiffany O.,Daniliuc, Constantin G.,Glorius, Frank
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supporting information
p. 13671 - 13676
(2021/05/11)
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- Cu(OAc)2-porphyrins as an efficient catalytic system for base-free, nature mimicking Chan–Lam coupling in water
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The use of porphyrins as ligands in organic synthesis reveals the natural process, because these are the constituent motifs of catalysts in many bio-organic reactions. This article presents the synthesis of two N-pincer tetradentate porphyrins; tetrasodium meso-tetra(p-sulfonatophenyl)phorphyrin (H2TSTpSPP) and meso-tetra(m-carboxyphenyl)porphyrin (H2TmCPP), and study on their aptness for Cu-catalyzed C–N coupling reactions of arylboronic acids and amines (Chan–Lam coupling reaction) in water under external base free conditions. The porphyrins and Chan–Lam coupling products were well characterized by their spectral analysis. The high product yields, application of nature-inspired conditions, large extent of substrates, ease of making and handling the ligands, avoidance of base, and use of water as reaction media are the attractive attributes of this finding.
- Venkateswarlu, Katta,Rao, Kanusu Umamaheswara
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- NHC ligand-based half-sandwich iridium complexes: synthesis, structure and catalytic activity in acceptorless dehydrogenation and transfer hydrogenation
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A set of neutral C,C-chelate half-sandwich iridium(iii) complexes have been prepared with NHC ligands that contain pendant aromatic rings as potentially chelating donor sites. The catalytic activity of such iridium complexes has been investigated for the acceptorless dehydrogenation (AD) reactions of alcohols and for the transfer hydrogenation reactions of ketones. The prepared iridium(iii) complexes show excellent catalytic activity for AD reactions of a wide range of secondary alcohols, and they are also shown to be effective for the synthesis of aldehydes from primary alcohols without the observation of undesired byproducts such as esters. Additionally, these complexes are also highly efficient in transfer hydrogenation of ketones and aldehydes, which give the alcohols in good yields under mild conditions. The exact structure and bonding mode of the NHC-based iridium complexes was identified using various spectroscopic methods and single crystal X-ray analysis.
- Deng, Wei,Jin, Yan,Li, Rong-Jian,Liu, Zhen-Jiang,Wang, Yang,Yao, Zi-Jian
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p. 19002 - 19010
(2021/10/29)
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- Nucleation of Tiny Silver Nanoparticles by Using a Tetrafacial Organic Molecular Barrel: Potential Use in Visible-Light-Triggered Photocatalysis
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Coordination-driven self-assembly of discrete molecular architectures of diverse shapes and sizes has been well studied in the last three decades. Use of dynamic imine bonds for designing analogous metal-free architectures has become a growing challenge r
- Mondal, Bijnaneswar,Bhandari, Pallab,Mukherjee, Partha Sarathi
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supporting information
p. 15007 - 15015
(2020/10/19)
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- Change in the fluorescence of 1,1′-diaryl-2,2′-biimidazoles upon the addition of acid
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The optical properties of a series of 1,1′-diaryl-2,2′-biimidazoles were examined. Different transitions were observed in their fluorescence spectra upon changing the electronic properties of the phenyl ring at the C1 and C1′ positions. The presence of a
- Akazome, Motohiro,Matsumoto, Shoji,Tachibana, Seigi
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p. 1666 - 1677
(2020/10/22)
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- Design and Synthesis of 2-Substitutedphenyl Benzo[D]Thiazole Derivatives and Their β-Amyloid Aggregation and Cholinesterase Inhibitory Activities
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The occurrence of amyloid-β (Aβ) and reduced cholinergic tranmission are two major hallmarks of Alzheimer’s disease (AD). Therefore, a series of new 2-phenylbenzo[d]thiazoles substituted with azole/piperazine moieties were designed, synthesized, and evaluated as potential dual inhibitors of Aβ aggregation and cholinesterase (ChE) activities. In vitro studies showed that compound 2m containing an imidazole ring strongly inhibited Aβ1–40 (49.2%) and Aβ1-42 aggregation (60.6%). All derivatives exhibited weak inhibitory activities against both acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). Therefore, compound 2m may represent promising therapeutic option for inhibiting Aβ-mediated pathology in AD.
- Zengin, Merve,Unsal-Tan, Oya,Kü?ükk?l?n?, Tuba Tüylü,Ayazgok, Beyza,Balkan, Ayla
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p. 322 - 328
(2019/07/29)
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- COMPOUNDS AND METHOD OF USE
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This present disclosure relates to compounds with ferroptosis inducing activity, a method of treating a subject with cancer with the compounds, and combination treatments with a second therapeutic agent.
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Paragraph 1349
(2019/09/06)
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- BROAD SPECTRUM ANTIVIRAL COMPOSITIONS AND METHODS
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Novel thiazole- and isoquinoline- containing compounds are presented that are useful for treating and/or preventing broad-spectrum viral infections. Methods of treating and/or preventing broad-specturm viral infections are also presented. These compounds have shown inhibitio of HCMV, influenza viruses, Zika virus, BK Virus and RSV replication in cell-based assays.
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Page/Page column 46; 47
(2019/05/10)
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- Synthesis of new hydrazone derivatives for MAO enzymes inhibitory activity
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In the present work, 14 new 1-substituted-2-phenylhydrazone derivatives were synthesized to evaluate their inhibitory activity against hMAO enzymes. The structures of the newly synthesized hydrazones 2a–2n were characterized by IR,1H-NMR,1
- Can, Nafiz ?ncü,Can, Nafiz nc,Osmaniye, Derya,Levent, Serkan,Sa Sa?lik, Begüm Nurpelin,Inci, Beril,Ilgin, Sinem,?zkay, Yusuf,Kaplancikli, Zafer Asim
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- A phenylenediamine the formaldehyde shrinksimidazole benzene double-Schiff base and its preparation method
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The invention relates to an imidazolyl-benzaldehyde p-phenylenediamine bis-Schiff base and a preparation method thereof. The preparation method comprises: firstly taking imidazol and derivatives and p-fluorobenzaldehyde as raw materials to prepare 4-imida
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Paragraph 0033-0034
(2017/08/25)
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- Imidazolylbenzaldehyde p-phenylenediamine bis-Schiff bases and a preparing method thereof
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The invention relates to imidazolylbenzaldehyde p-phenylenediamine bis-Schiff bases and a preparing method thereof. Imidazole, derivatives thereof and p-fluorobenzaldehyde are adopted as raw materials to prepare 4-imidazolylbenzaldehyde or imidazole deriv
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Paragraph 0034
(2017/09/01)
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- Copper immobilized on magnetite nanoparticles coated with ascorbic acid: An efficient and reusable catalyst for C─N and C─O cross-coupling reactions
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In a continuation of using magnetic nanoparticle (MNP)-supported catalysts, ascorbic acid (readily available, very safe and with strong affinity to MNPs) was used instead of the commonly used silica layer coating. This hybrid was used for immobilizing copper nanoparticles to produce Cu/ascorbic acid@MNPs catalyst. The catalyst was characterized and used in carbon–oxygen and carbon–nitrogen (various substrates) cross-coupling reactions in aqueous media and at room temperature with excellent product yields. Furthermore, the catalyst could be quickly and completely recovered using an external magnetic field and reused for six reaction cycles without significant change in catalytic activity.
- Hajipour, Abdol R.,Check, Maryam,Khorsandi, Zahra
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- THIENOPYRROLE COMPOUNDS AS S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS
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The present disclosure is directed to compounds of formula (Ib) and pharmaceutically acceptable salts thereof, wherein A, Q, R1, R3, R5 and m are as defined herein, which are active as inhibitors of S-Nitrosoglutathione re
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Page/Page column 47
(2016/09/22)
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- Discovery and Optimization of a Novel Triazole Series of GPR142 Agonists for the Treatment of Type 2 Diabetes
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GPR142 has been identified as a potential glucose-stimulated insulin secretion (GSIS) target for the treatment of type 2 diabetes mellitus (T2DM). A class of triazole GPR142 agonists was discovered through a high throughput screen. The lead compound 4 suffered from poor metabolic stability and poor solubility. Lead optimization strategies to improve potency, efficacy, metabolic stability, and solubility are described. This optimization led to compound 20e, which showed significant reduction of glucose excursion in wild-type but not in GPR142 deficient mice in an oral glucose tolerance test (oGTT) study. These studies provide strong evidence that reduction of glucose excursion through treatment with 20e is GPR142-mediated, and GPR142 agonists could be used as a potential treatment for type 2 diabetes.
- Guo, Liangqin,Parker, Dann L.,Zang, Yi,Sweis, Ramzi F.,Liu, Weiguo,Sherer, Edward C.,Buist, Nicole,Terebetski, Jenna,Kelly, Terri,Bugianesi, Randal,Priest, Birgit T.,Dingley, Karen H.,Li, Xiaofang,Mitelman, Stan,Salituro, Gino,Trujillo, Maria E.,Pachanski, Michele,Kirkland, Melissa,Powles, Mary Ann,Eiermann, George J.,Feng, Yue,Shang, Jin,Howard, Andrew D.,Ujjainwalla, Feroze,Sinz, Christopher J.,Debenham, John S.,Edmondson, Scott D.,Nargund, Ravi P.,Hagmann, William K.,Li, Derun
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p. 1107 - 1111
(2016/12/16)
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- Framework-Copper-Catalyzed C?N Cross-Coupling of Arylboronic Acids with Imidazole: Convenient and Ligand-Free Synthesis of N-Arylimidazoles
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A convenient and environmentally benign synthesis of N-arylimidazoles has been demonstrated by a straightforward reaction catalyzed by the unsaturated coordination sites of Cu in the copper terephthalate metal–organic framework (Cu(tpa)-MOF). A series of N-arylimidazoles has been synthesized in excellent yields by the C?N cross-coupling reaction of arylboronic acids and imidazoles catalyzed by the Cu(tpa)-MOF using ethanol as a benign solvent. The present ligand-free catalytic system proceeds smoothly under mild conditions, avoids stoichiometric Cu reagents, tolerates many functional groups, has a wide substrate scope, and is feasible with other nitrogen heterocycles. The stability and heterogeneity of the catalyst is evidenced by the results of a heterogeneity test, and the catalyst can be reused several times without a loss of activity. The easy preparation of the catalyst, its stability, recovery by simple filtration, and reusability reveal Cu(tpa) MOF as a versatile catalyst for academic and industrial applications.
- Devarajan, Nainamalai,Suresh, Palaniswamy
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p. 2953 - 2960
(2016/09/28)
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- Photocurrent generation of nanofibers constructed using a complex of a gelator and a fullerene derivative
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A carboxylic acid derivative (C8CBTA) with benzothiadiazole as an electron-withdrawing unit and N-octyl 3-amidocarbazole as an electron donor was designed and synthesized to obtain a gelator with a longer absorption wavelength. C8CBTA could form red gels
- Xue, Pengchong,Wang, Panpan,Yao, Boqi,Sun, Jiabao,Gong, Peng,Zhang, Zhenqi,Lu, Ran
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p. 75425 - 75433
(2015/09/21)
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- Palladium(II) 9,10-phenanthrenequinone N-substituted thiosemicarbazone/semicarbazone complexes as efficient catalysts for N-arylation of imidazole
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A series of palladium complexes, [PdCl(L1-4)] (1-4) (L1 = 9,10-phenanthrenequinone thiosemicarbazone, L2 = 9,10-phenanthrenequinone methylthiosemicarbazone, L3 = 9,10-phenanthrenequinone phenylthiosemicarbazone, and L4 = 9,10-phenanthrenequinone semicarbazone), have been synthesized and characterized by elemental analyses, UV-vis, FT-IR, 1H and 13C NMR, and ESI-Mass spectroscopic methods. The catalytic efficiency of the synthesized complexes was examined against N-arylation of imidazole. The system works well with the electron-rich, -neutral, and -deficient aryl halides to afford the products in good to excellent yields. Sterically congested aryl halides and heteroaryl halides have also been used as substrates to provide N-arylated heterocycles. In addition, this methodology can be applicable to other substrates with N-containing heterocycles.
- Anitha, Panneerselvam,Manikandan, Rajendran,Viswanathamurthi, Periasamy
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p. 3537 - 3550
(2015/09/28)
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- Catalytic activity and antibacterial properties of nanopolymer-supported copper complex for C-N coupling reactions of amines and nitrogen-containing heterocycles with aryl halides
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This paper reports on the antibacterial properties and application of nanopolymer-supported copper complex for the ligand-free C-N coupling reactions of amines and nitrogen-containing heterocycles with aryl halides. This method has the advantages of high yields, simple methodology, and easy workup. The catalyst can be recovered by simple filtration from the reaction mixture and reused several times without significant loss of catalytic activity.
- Nasrollahzadeh, Mahmoud,Zahraei, Ali,Pourbasheer, Eslam
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p. 1329 - 1334
(2015/08/18)
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- Design, synthesis, 3D pharmacophore, QSAR, and docking studies of carboxylic acid derivatives as Histone Deacetylase inhibitors and cytotoxic agents
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In this study, five series of (E)-6-(4-substituted phenyl)-4-oxohex-5-enoic acids IIb-f (E), (E)-3-(4-(substituted)-phenyl)acrylic acids IIIa-g (E), 4-(4-(substituted)phenylamino)-4-oxobutanoic acids VIa,b,e, 5-(4-(substituted)phenylamino)-5-oxopentanoic acids VIIa,f and 2-[(4-(substituted)phenyl) carbamoyl]benzoic acids VIIIa,e were designed and synthesized. Selected compounds were screened in vitro for their cytotoxic effect on 60 human NCI tumor cell lines. Compound IIf (E) displayed significant inhibitory activity against NCI Non-Small Cell Lung A549/ATCC Cancer cell line (68% inhibition) and NCI-H460 Cancer cell line (66% inhibition). Moreover, the final compounds were evaluated in vitro for their cytotoxic activity on HepG2 Cancer cell line in which histone deacetylase (HDAC) is overexpressed. Compounds IIc (E), IIf (E), IIIb (E), and IIIg (E) exhibited the highest cytotoxic activity against HepG2 human cancer cell lines with IC50ranging from 2.27 to 10.71 μM. In addition, selected compounds were tested on histone deacetylase isoforms (HDAC1-11). Molecular docking simulation was also carried out for HDLP enzyme to investigate their HDAC binding affinity. In addition, generation of 3D-pharmacophore model and quantitative structure activity relationship (QSAR) models were combined to explore the structural requirements controlling the observed cytotoxic properties.
- Abdel-Atty, Mona M.,Farag, Nahla A.,Kassab, Shaymaa E.,Serya, Rabah A.T.,Abouzid, Khaled A.M.
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- Synthesis and antimycobacterial activities of some new thiazolylhydrazone derivatives
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This Letter reports the synthesis and evaluation of some thiazolylhydrazone derivatives for their in vitro antimycobacterial activities against Mycobacterium tuberculosis H37Rv. The cytotoxic activities of all compounds were also evaluated. The compounds
- Ozadali, Keriman,Unsal Tan, Oya,Yogeeswari, Perumal,Dharmarajan, Sriram,Balkan, Ayla
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p. 1695 - 1697
(2014/04/17)
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- Synthesis of 2-aryl-1,1-bis(silyl)alkenes containing alkyl(aryl)amine groups
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4-Alkyl-(aryl)aminobenzaldehydes have been generated via the nucleophilic aromatic substitution reaction of 4-fluorobenzaldehyde with appropriated amines and N-heterocycles using hexadecyltrimethylammonium bromide as catalyst and converted to 1,1-bis(silyl)-1-alkene derivatives via the Peterson olefination reaction. The reaction of (HMe2Si)3CLi with these aromatic aldehydes led to new 2-aryl-1,1-bis(silyl)alkenes.
- Safa, Kazem Dindar,Nadimi, Sanaz,Alyari, Maryam
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p. 498 - 501
(2014/11/08)
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- Synthesis of N-aryl imidazoles catalyzed by copper nanoparticles on nanosized silica-coated maghemite
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A magnetically recoverable catalyst consisting of copper nanoparticles (CuNPs) on nanosized silica-coated maghemite is presented. The catalyst has been prepared under mild conditions by mixing the magnetic support with a freshly prepared suspension of CuN
- Nador, Fabiana,Volpe, María Alicia,Alonso, Francisco,Radivoy, Gabriel
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p. 6082 - 6087
(2015/03/30)
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- Copper complex-catalysed C-N coupling reaction of aryl iodides with nitrogen-containing heterocycles
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An efficient method for the copper-catalysed arylation of nitrogen-containing heterocycles is reported using 3-(diphenylphosphino) propanoic acid as a ligand in combination of CuCl. The C-N coupling reactions afford various N-arylated products in good to excellent yields.
- Sajadi, S. Mohammad,Maham, Mehdi
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p. 128 - 129
(2014/03/21)
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- Synthesis and biological studies of a novel series of 4-(4-(1H-imidazol-1- yl)phenyl)-6-arylpyrimidin-2-amines
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A novel series of eleven 4-(4-(1H-imidazol-1-yl)phenyl)-6-arylpyrimidin-2- amines has been prepared from synthesized 3-[4-(1H-imidazol-1-yl) phenyl]prop-2-en-1-ones and evaluated for phosphodiesterase (PDE) inhibition and antimicrobial activities. N-aryla
- Bukhari, Mujahid Hussain,Ahmad, Matloob,Hussain, Tanvir,Umar, Syed,Ahmad, Naveed
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p. 5248 - 5254
(2013/12/04)
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- Substituent group variations directing the molecular packing, electronic structure, and aggregation-induced emission property of isophorone derivatives
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A series of new isophorone derivatives (1-5), incorporating the heterocyclic ring or aza-crown-ether group, with large Stokes shifts (>140 nm), have been synthesized and characterized. 1-4 display aggregation-induced emission behaviors, while dye 5 is highly emissive in solution but quenched in the solid state. It was found that the tuning of emission color of the isophorone-based compounds in the solid state could be conveniently accomplished by changing the terminal substituent group. The photophysical properties in solution, aqueous suspension, and crystalline state, along with their relationships, are comparatively investigated. Crystallographic data of 1-4 indicate that the existence of multiple intermolecular hydrogen bonding interactions between the adjacent molecules restricts the intramolecular vibration and rotation and enables compounds 1-4 to emit intensely in the solid state. The size and growth processes of particles with different water fractions were studied using a scanning electron microscope, indicating that smaller globular nanoparticles in aqueous suspension are in favor of fluorescence emissions. The above results suggest that substituent groups have a great influence on their molecular packing, electronic structure, and aggregation-induced emission properties. In addition, fluorescence cell imaging experiment proved the potential application of 5.
- Zheng, Zheng,Yu, Zhipeng,Yang, Mingdi,Jin, Feng,Zhang, Qiong,Zhou, Hongping,Wu, Jieying,Tian, Yupeng
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p. 3222 - 3234
(2013/06/27)
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- Synthesis and evaluation of 2,4,6-trisubstituted pyrimidine derivatives as novel antileishmanial agents
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A series of new 2,4,6-trisubstituted pyrimidine derivatives 8(a-j) were synthesized by reacting substituted chalcones containing imidazole 6(a-d) and benzimidazole 7(a-f) with guanidine hydrochloride in the presence of strong base. Substituted chalcones were synthesized by reacting 4-(1H-imidazol-1-yl) benzaldehyde or 4-(1H-benzo[d]imidazol-1-yl)benzaldehyde with different substituted acetophenones in the presence of 40 % NaOH in methanol. The synthesized compounds were confirmed by IR, 1HNMR, and mass spectral data and screened for antileishmanial activity. Antileishmanial activity was performed against Leishmania donovani parasite, and percentage lysis inhibition were calculated by meglumine antimoliate taking a positive control and chloroform (0.1 % CHCl3) treatment served as control. Among all the compounds, 8h and 8j exhibited 50-57 % inhibition against promastigotes, thus providing new structural lead for antileishmanials.
- Patle,Kawathekar,Zaveri,Kamaria
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p. 1756 - 1761
(2013/07/26)
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- Efficient and reusable catalytic system of Cul-PEG for n-arylation of imidazoles
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A simple, efficient, and recyclable catalytic system of CuI-poly(ethylene glycol) (PEG) was developed for the N-arylation of imidazoles with aryl halides to afford corresponding N-arylimidazoles in good to excellent yields under mild conditions and free of any additional ligands and solvents. The isolation of the products was readily performed by simple extraction with ether, and the catalytic system could be reused without remarkable loss of activity even after six runs.
- Zhang, Qiang,Luo, Jun,Wei, Yunyang
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experimental part
p. 114 - 121
(2011/11/01)
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- Highly efficient ci£n bond forming reactions in water catalyzed by copper(i) iodide with calix[4]arene supported amino acid ionic liquid
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A novel and effective protocol has been developed for the Ullmann-type Ci£N coupling reaction catalyzed by calix[4]arene supported amino acid ionic liquid and copper(I) iodide in water under microwave irradiation condition. The protocol uses calix[4]arene supported amino acid ionic liquid as double function of the ligand and phase-transfer catalyst, and shows good tolerance in good to excellent yields. A novel and effective protocol has been developed for the Ullmann-type Ci£N coupling reaction catalyzed by calix[4]arene supported amino acid ionic liquid and copper(I) iodide in water under microwave irradiation condition. The protocol uses calix[4]arene supported amino acid ionic liquid as double function of the ligand and phase-transfer catalyst, and shows good tolerance in good to excellent yields. Copyright
- Huang, Li,Jin, Can,Su, Weike
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p. 2394 - 2400
(2013/01/15)
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- Cheap Cu(I)/hexamethylenetetramine (HMTA) catalytic system for C-N coupling reactions
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An efficient C-N coupling reaction of aryl chlorides or bromides with imidazole was successfully performed with cheap and commercially available catalytic system Cu(I)/HMTA. Both aryl bromides and aryl chlorides have been effectively catalyzed by Cu/HMTA, giving products in moderate to good yields. Moreover, aryl halides bearing either electron-withdrawing groups or electron-donating groups could be used in the reaction. Taylor & Francis Group, LLC.
- Cao, Changsheng,Lu, Zhongbo,Cai, Zhengyuan,Pang, Guangsheng,Shi, Yanhui
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experimental part
p. 279 - 284
(2011/10/31)
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- Novel aryloxy azolyl chalcones with potent activity against Mycobacterium tuberculosis H37Rv
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A series of twenty seven novel aryloxy azolyl chalcones were synthesized and evaluated in vitro for the growth inhibition of Mycobacterium tuberculosis H37Rv. Ten compounds from this series exhibited good activity with MIC in the range of 3.12-0.78 μg/mL
- Marrapu, Vijay K.,Chaturvedi, Vinita,Singh, Shubhra,Singh, Shyam,Sinha, Sudhir,Bhandari, Kalpana
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experimental part
p. 4302 - 4310
(2011/11/13)
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- Assembly of heteroleptic copper complexes with silver salts: from discrete trinuclear complexes to infinite networks
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The use of heteroleptic copper complexes functionalized with two differentiated coordinating groups for the elaboration of heterometallic extended networks is presented. Two novel 5-phenyl-dipyrrin (dpm) ligands appended with an imidazole or a pyrazole fu
- Pogozhev, Dmitry,Baudron, Stephane A.,Hosseini, Mir Wais
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experimental part
p. 331 - 338
(2010/03/04)
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- Anti-oxidant, anti-fungal and anti-leishmanial activities of novel 3-[4-(1H-imidazol-1-yl) phenyl]prop-2-en-1-ones
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A series of new 3-[4-(1H-imidazol-1-yl) phenyl]prop-2-en-1-ones were synthesized by the condensation of various acetophenones with 4-(1H-imidazol-1-yl) benzaldehyde which was itself prepared by the N-arylation of imidazole using hexadecyltrimethylammonium
- Hussain, Tanvir,Siddiqui, Hamid Latif,Zia-ur-Rehman, Muhammad,Masoom Yasinzai, Muhammad,Parvez, Masood
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experimental part
p. 4654 - 4660
(2009/12/24)
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- Microwave-assisted solvent-free N-arylation of imidazole and pyrazole
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Solvent-free coupling reactions between imidazole or pyrazole and aryl bromides were achieved with microwave irradiation using copper salts and l-amino acids as catalysts.
- Chow, Wai Shan,Chan, Tak Hang
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scheme or table
p. 1286 - 1289
(2009/09/06)
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- CuI nanoparticles for C-N and C-O cross coupling of heterocyclic amines and phenols with chlorobenzenes
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(Chemical Equation Presented) Employing CuI nanoparticles as an efficient catalyst for the cross-coupling reactions of various N/O nucleophilic reagents with aryl chlorides could be successfully carried out under mild conditions in the absence of both the ligands and strong bases. A variety of products including N-arylimidazoles and aryl ethers were synthesized in good to excellent yields. 2009 American Chemical Society.
- Sreedhar,Arundhathi,Reddy, P. Linga,Kantam, M. Lakshmi
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supporting information; experimental part
p. 7951 - 7954
(2010/01/16)
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- Highly functional group tolerance in copper-catalyzed N-arylation of nitrogen-containing heterocycles under mild conditions
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A copper-catalyzed process has been developed for the N-arylation reaction under very mild conditions in the absence of additional ligand. This protocol could not only tolerate an array of thermally sensitive functional groups, but also achieve high chemoselectivity.
- Zhu, Liangbo,Li, Gaocan,Luo, Liang,Guo, Peng,Lan, Jingbo,You, Jingsong
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supporting information; experimental part
p. 2200 - 2202
(2009/07/01)
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- N-arylation of heterocycles with chloro- and fluoroarenes using resin-supported sulfonato-Cu(salen) complex
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Sulfonato-Cu(salen) complex immobilized onto a Merrifield's resin was found to be an efficient catalyst for the N-arylation of heterocycles with electron-withdrawing hloro- and fluoroarenes. The reactions were carried out in the presence of an inexpensive mild base, K2CO3, and N-arylated compounds were obtained in good to excellent yields. The catalyst was recovered by simple filtration and reused for three cycles with almost consistent activity. Copyright Taylor & Francis Group, LLC.
- Kantam, M. Lakshmi,Ramani,Chakrapani
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p. 626 - 636
(2008/04/12)
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- Synthesis of fulleropyrrolidine-imidazolium salt hybrids and their solubility in various organic solvents
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Eight types of fulleropyrrolidine-imidazolium hybrids have been synthesized and their solubility determined in various types of organic solvents. The solvent solubility of fullerene derivatives depends on the alky side chain on the imidazolium ring; modification of solvent solubility of the fulleropyrrolidine-imidazolium hybrids has thus been accomplished by introduction of an appropriate alkyl group using imidazoyl moiety as the 'functional group connector'. The imidazolium group seems to act not only as the connector but also as an important functional group that controls the solubility.
- Itoh, Toshiyuki,Mishiro, Makoto,Matsumoto, Kei,Hayase, Shuichi,Kawatsura, Motoi,Morimoto, Minoru
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p. 1823 - 1828
(2008/09/18)
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- CuI/L (L=pyridine-functionalized 1,3-diketones) catalyzed C-N coupling reactions of aryl halides with NH-containing heterocycles
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An efficient copper-catalyzed N-arylation and N-heteroarylation reactions of imidazole, pyrrole, indole, pyrazole, and perimidine with aryl or heteroaryl halides using pyridine-functionalized 1,3-diketone as ligands have been investigated. The ligands bearing pyridyl and 1,3-diketone moieties, which may form chelated Cu(I) species, are inexpensive and readily available. The combination of CuI and 1,3-di(pyridin-2-yl)propane-1,3-dione is very efficient for C-N coupling reactions to afford various N-arylated products in good to excellent yields.
- Xi, Zhenxing,Liu, Fenghui,Zhou, Yongbo,Chen, Wanzhi
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p. 4254 - 4259
(2008/09/20)
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- Bis(μ-iodo)bis((-)-sparteine)dicopper(I): versatile catalyst for direct N-arylation of diverse nitrogen heterocycles with haloarenes
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The easy-to-prepare dimeric bis(μ-iodo)bis((-)-sparteine)dicopper(I) complex is shown to be a versatile catalyst for N-arylation of number of NH-heterocycles with structurally divergent aryl halides including activated aryl chloride substrates under mild conditions. The DFT studies not only provide structural insights into square-pyramidal Cu(III) intermediate complexes derived from (-)-sparteine, but also highlight the important role of sterically demanding (-)-sparteine ligand framework in promoting activation of aryl-chlorine bonds for N-arylation of imidazoles.
- Maheswaran,Krishna, G. Gopi,Prasanth, K. Leon,Srinivas,Chaitanya, G. Krishna,Bhanuprakash
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p. 2471 - 2479
(2008/09/18)
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- Copper(I) thiophene-2-carboxylate (CuTC): A versatile non-nitrogen ligand-based catalyst for direct N-arylation of imidazole and pyrazole using aryl iodides, aryl bromides, and aryl chlorides
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A new protocol to prepare N-aryl heterocyclic adducts in excellent yields via cross-coupling of HN-heterocycles with aryl halides is reported using commercially available and easy-to-prepare copper(I) thiophene-2-carboxylate (CuTC) as catalyst.
- Maheswaran, Hariharasarma,Krishna, Gaddamanugu Gopi,Srinivas, Vandanapu,Prasanth, Kurushunkal Leon,Rajasekhar, Chinamukthevi Venkata
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supporting information; experimental part
p. 515 - 517
(2009/04/10)
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- Copper-catalyzed amination of aryl halides with nitrogen-containing heterocycle using hippuric acid as the new ligand
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An efficient copper-catalyzed amination of nitrogen-containing heterocycles with various aryl halides has been developed. Commercially available and inexpensive hippuric acid is a novel ligand to afford the coupling products in moderate to excellent yields.
- Mao, Jincheng,Guo, Jun,Song, Hongliang,Ji, Shun-Jun
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p. 1383 - 1387
(2008/09/18)
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