- Recyclable Copper Nanoparticles-Catalyzed Hydroboration of Alkenes and β-Borylation of α,β-Unsaturated Carbonyl Compounds with Bis(Pinacolato)Diboron
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Nano-ferrite-supported Cu nanoparticles (Fe-dopamine-Cu NPs) catalyzed anti-Markovnikov-selective hydroboration of alkenes with B2pin2 is reported under mild reaction conditions. This protocol can be applied to a broad range of substrates with high functional group compatibility. In addition, we demonstrated the use of Fe-dopamine-Cu NPs as a catalyst for the β-borylation of α,β-unsaturated ketones and ester, providing alkylboronate esters in up to 98% yield. Reuse of the magnetically recyclable catalyst resulted in no significant loss of activity in up to five reaction runs for both systems. (Figure presented.).
- Shegavi, Mahadev L.,Saini, Suresh,Bhawar, Ramesh,Vishwantha, Meghana Desai,Bose, Shubhankar Kumar
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supporting information
p. 2408 - 2416
(2021/03/16)
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- From Celecoxib to a Novel Class of Phosphodiesterase 5 Inhibitors: Trisubstituted Pyrazolines as Novel Phosphodiesterase 5 Inhibitors with Extremely High Potency and Phosphodiesterase Isozyme Selectivity
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A ligand-based approach involving systematic modifications of a trisubstituted pyrazoline scaffold derived from the COX2 inhibitor, celecoxib, was used to develop novel PDE5 inhibitors. Novel pyrazolines were identified with potent PDE5 inhibitory activit
- Abdel-Halim, Mohammad,Sigler, Sara,Racheed, Nora A. S.,Hefnawy, Amr,Fathalla, Reem K.,Hammam, Mennatallah A.,Maher, Ahmed,Maxuitenko, Yulia,Keeton, Adam B.,Hartmann, Rolf W.,Engel, Matthias,Piazza, Gary A.,Abadi, Ashraf H.
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supporting information
p. 4462 - 4477
(2021/05/04)
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- Biocatalytic green alternative to existing hazardous reaction media: Synthesis of chalcone and flavone derivatives via the Claisen-Schmidt reaction at room temperature
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Owing to the increasing amount of waste materials around the globe, the conversion of waste or secondary by-products to value-added products for various applications has gained significant interest. Herein, two novel agro-food waste products, Musa sp. 'Malbhog' peel ash (MMPA) and Musa Champa Hort. ex Hook. F. peel ash (MCPA) are used as catalysts to promote an inexpensive, efficient and eco-friendly carbon-carbon bond forming crossed aldol reaction at room temperature in solvent free conditions. Furthermore, the resulting products were subjected to reactions with these promoters in an oxygen atmosphere and led to the formation of novel flavone derivatives. Moreover, the used catalysts were properly characterized using different sophisticated analytical techniques such as Fourier-transform infrared spectroscopy (FT-IR), X-ray diffractometry (XRD), Brunauer-Emmett-Teller analysis (BET), Raman spectroscopy, scanning electron microscopy energy dispersive X-ray spectroscopy (SEM-EDS), transition electron microscopy (TEM), X-ray photoelectron spectroscopy (XPS) and thermogravimetric analysis (TGA) along with element detection using atomic absorption spectroscopy and ion chromatographic methods. These two approaches are metal free, as well as being devoid of any extra additives, co-catalysts, harsh conditions, the use of column chromatography for purification and result in a higher yield of the product within a short space of time. The catalytic abilities of the promoter were also examined to synthesize important bioactive molecules such as butein and apigenin at room temperature. With gram scale synthesis of the chalcone derivatives, the used catalysts (MMPA and MCPA) were further reused for five cycles and did not demonstrate any loss in catalytic activity.
- Tamuli, Kashyap J.,Sahoo, Ranjan K.,Bordoloi, Manobjyoti
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supporting information
p. 20956 - 20965
(2020/12/31)
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- Synthesis, biological activities, and docking study of novel chalcone-pleuromutilin derivatives
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The issue of antibiotic resistance is becoming progressively serious these days, and the feasible solution to address it is to develop and discover novel antibiotics. The diterpene natural pleuromutilin is a prominent candidate for its special mode of act
- Xie, Chuan,Zhang, Siyu,Zhang, Wei,Wu, Chunxia,Yong, Can,Sun, Yuhao,Zeng, Zhengxing,Zhang, Qian,Huang, Zixin,Chen, Tian,Zhang, Yuanyuan
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p. 836 - 849
(2020/04/30)
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- TOLL-LIKE RECEPTOR SIGNALING INHIBITORS
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Di- and triaryl-substituted heteroaromatic compounds have Toll-like receptor inhibitory activity, including at TLR2, TLR4, TLR7, and/or TLR9. Compounds and compositions have applications in the treatment of diseases and conditions mediated by Toll-like receptors and related receptors, such as bacterial sepsis, autoimmune disease, lupus erythematosus, ischemia-reperfusion injury, stroke, metabolic disease, obesity-related metabolic inflammation, gout, and cancer.
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Paragraph 00284
(2019/07/20)
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- Synthesis and Screening of Human Monoamine Oxidase-A Inhibitor Effect of New 2-Pyrazoline and Hydrazone Derivatives
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A group of 3,5-diaryl-2-pyrazoline and hydrazone derivatives was prepared via the reaction of various chalcones with hydrazide compounds in ethanol. Twenty original compounds were synthesized. Ten of these original compounds have a pyrazoline structure, n
- Evranos-Aks?z, Begüm,Baysal, Ipek,Yabano?lu-?ift?i, Samiye,Djikic, Teodora,Yelek?i, Kemal,U?ar, Gülberk,Ertan, Rahmiye
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p. 743 - 756
(2015/10/12)
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- Mild and efficient reductive deoxygenation of epoxides to olefins with tin(II) chloride/sodium iodide as a novel reagent
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A highly efficient and green protocol is reported for the reductive deoxygenation of organic epoxides to olefins using tin(II) chloride/sodium iodide as a novel reagent. The reaction gives an excellent yield (85-96%) in ethanol under reflux within 2-10 minutes, without affecting other functional groups. The advantages of our method are the use of inexpensive reagents, the eco-friendly and green reaction conditions, and the short reaction times and high yields.
- Pathe, Gulab Khushalrao,Ahmed, Naseem
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supporting information
p. 3542 - 3552
(2015/11/17)
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- Electronically tunable anion-π interactions in pyrylium complexes: Experimental and theoretical studies
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Noncovalent interactions of anions with electron-deficient aromatic rings that have been studied so far involve non-heteroaromatic or nitrogen-based heteroaromatic systems. Here we report the first case of an organic oxygenated aromatic system, in particular the tri-aryl-pyrylium tetrafluoroborate system, for which noncovalent anion-π interactions of the pyrylium cation with the tetrafluoroborate anion have been experimentally detected and demonstrated by means of 19F NMR spectroscopy in solution. A series of pyrylium tetrafluoroborate salts were synthesized in the presence of BF 3·Et2O, by direct reaction of 4-substituted benzaldehydes with 4-substituted acetophenones or via the previously obtained chalcone of the less reactive ketone. Correlations of 19F NMR chemical shifts of tetrafluoroborate anion for most of the synthesized tri-arylpyrylium tetrafluoroborate complexes with both the pyrylium cation molecular weight and the standard substituent Hammett constants, demonstrate anion-π+ interaction to act between the polyatomic anion BF 4- and the pyrylium aromatic system. DFT calculations reveal that an additional (C-H)+-anion hydrogen bond involving the H(5) of pyrylium ring exists for these fluorescent dyes that show a tunable cup-to-cap shape cavity. The strong fluorescence emission observed for some representative pyrylium tetrafluoroborates described herein, makes them a promising class of tunable emission wavelength dyes for laser technology applications. the Partner Organisations 2014.
- Franconetti, Antonio,Contreras-Bernal, Lidia,Jatunov, Sorel,Gomez-Guillen, Manuel,Angulo, Manuel,Prado-Gotor, Rafael,Cabrera-Escribano, Francisca
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p. 18442 - 18453
(2014/10/15)
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- A facile microwave-assisted "one-Pot" synthesis of piperazino pyrimidinyl acetamides, a class of hybrid bis heterocycles and their structural elucidation using NMR spectral techniques
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An array of novel piperazino pyrimidinyl acetamides, a class of hybrid bis heterocycles are synthesized in "one-pot" by microwave irradiation method catalyzed by heterogeneous NaHSO4.SiO2 catalyst in dry media and are characterized by melting point, elemental analysis, MS, FT-IR, one-dimensional NMR (1H and 13C) and two-dimensional 1H-1H COSY and 1H-13C HSQC spectral data.
- Kanagarajan,How, Ghee Ang,Siu, Choon Ng,Gopalakrishnan
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p. 396 - 402
(2013/05/23)
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- Synthesis and in vitro microbiological evaluation of an array of biolabile 2-morpholino-N-(4,6-diarylpyrimidin-2-yl)acetamides
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Biolabile 2-morpholino-N-(4,6-diarylpyrimidin-2-yl)acetamides 34-42 have been synthesized and evaluated for their in vitro antibacterial and antifungal activities. The minimum inhibitory concentration tested for the same compounds against the same set of bacterial and fungal strains shows that the compounds 36 and 38 against β-Heamolytic streptococcus and Klebsiella pneumonia, 40 against Escherichia coli and Pseudomonas, have excellent antibacterial activity. Compounds 36, 38 and 42 show inhibition against Aspergillus flavus, compound 41 against Microsporum gypsuem, 42 against Mucor, and compounds 39 and 40 against Rhizopus.
- Kanagarajan,Thanusu,Gopalakrishnan
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scheme or table
p. 1583 - 1589
(2010/06/12)
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- Design, synthesis and spectral characterization of novel 2-morpholino-n-(4,6-diarylpyrimidin-2-yl)acetamides
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A new series of novel 2-morpholino-N-(4,6-diarylpyrimidin-2-yl)acetamides 34-42 is synthesized by the condensation of 2-chloro-N-(4,6-diarylpyrimidin-2- yl)acetamides 25-33 with morpholine in the presence of anhydrous potassium carbonate. The synthesized compounds have been characterized by melting point, elemental analysis, MS, FT-IR, one-dimensional NMR (1H & 13C) spectroscopic data.
- Kanagarajan, Vijayakumar,Thanusu, Jayaraman,Gopalakrishnan, Mannathusamy
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scheme or table
p. 49 - 54
(2010/09/05)
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- Solution-phase parallel synthesis of substituted chalcones and their antiparasitary activity against Giardia lamblia
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A library of 25-membered chalcones was prepared by parallel synthesis. Substituted acetophenones and benzaldehydes were condensed using the Claisen-Schmidt base-catalyzed aldol condensation. Several chalcones showed in vitro antiparasitic activity against Giardia lamblia. The highest activity observed for the IC50 values were 12.72, 15.05 and 15.31 μg/mL, respectively; these are potential leads for the development of antigiardial compounds.
- Montes-Avila, Julio,Diaz-Camacho, Sylvia P.,Sicairos-Felix, Josefina,Delgado-Vargas, Francisco,Rivero
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experimental part
p. 6780 - 6785
(2009/12/06)
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- Synthesis of some new 1-(6-fluorobenzothiazol-2-yl)-3-(4-fluoro- phenyl)-5-arylpyrazolines and their iodine(III) mediated oxidation to corresponding pyrazoles
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The reaction of fluorinated chalcones 2 and 6-fluorobenzothiazol-2- ylhydrazine 1 in presence of catalytic amount of glacial acetic acid in refluxing ethanol yields l-(6-fluorobenzothiazol-2-yl)-3-(4-fluorophenyl)-5- arylpyrazolines 3, which undergo facile oxidation to the corresponding pyrazoles 4 in good yield using iodobenzene diacetate (IBD). The structures of the synthesized compounds have been established on the basis of their elemental analysis, MS and 1H and 13C NMR spectroscopy.
- Aggarwal, Ranjana,Kumar, Vinod,Singh, Shiv P
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p. 1332 - 1336
(2008/09/18)
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- Solution phase synthesis of a spiro[pyrrolidine-2,3'-oxindole] library via a three component 1,3-dipolar cycloaddition reaction
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A combinatorial library of 26,500 spiro[pyrrolidine,-2,3-oxindoles] was prepared in a single-compound format by a facile intermolecular 1,3-dipolar cycloaddition. An azomethine ylide, generated by the decarboxylative condensation of an isatin 1 with an α-amino acid 2, was trapped by a transchalcone 3 to afford heterocycles of the general structure 4. The regio- and stereochemistry of a representative product was determined by single crystal X-ray structure.
- Fokas, Demosthenes,Ryan, William J.,Casebier, David S.,Coffen, David L.
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p. 2235 - 2238
(2007/10/03)
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- Polarographic Investigations on α,β-Unsaturated Ketones: 1-(4'-Fluorophenyl)-3-phenyl-2-propenones
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The reduction of various substituted 1-(4'-fluorophenyl)-3-phenyl-2-propenones at the dropping mercury electrode has been examined.In 50percent ethanol-water buffered media fluorochalkones give two well-defined waves in acid media and three waves in neutral and alkaline media.The one-electron electroreduction in the first two steps results in the formation of dihydrochalcone, which subsequently gets further reduced to the secondary alcohol.A large variety of substituents on the benzylidene moiety of 1-(4'-fluorophenyl)-3-phenyl-2-propenone, affect the half-wave potentials according to the relation E1/2 = a + b.Substituents with a positive ? value render the reduction easier and shift the E1/2 to more positive values, whereas groups with negative ? values make the electroreduction more difficult, resulting in more negative E1/2 compared to the parent compound.A comparison of the E1/2 values of o- and p-chloro substituted 1-(4'-fluorophenyl)-3-phenyl-2-propenones shows that o-substituted derivative undergoes reduction at a more positive potential indicating a positive ortho effect for this system.
- Katiyar, Sarvagya S.,Latithambica, M.
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p. 956 - 960
(2007/10/02)
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