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An efficient and practical method for the synthesis of 2,6-diaryl-4-oxo-N,N0-di(pyridin-2 -yl)cyclohexane-1,1-dicarboxamide is described in this present study, which occurs through a double Michael addition reaction between diamide and various dibenzalacetones. The reaction was carried out in dichloromethane (DCM) in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The anticancer activities of the synthesized compounds were evaluated in several cancer cell lines, including MCF-7, MDA-MB-231, SAS, PC-3, HCT-116, HuH-7 and HepG2 cells. From these experiments, we determined that MDA-MB-231 was the most sensitive cancer cell line to the compounds 3c, 3e, 3d, 3j and 3l, which exhibited variable anticancer activities (3l [IC50 = 5 ± 0.25 muM] > 3e [IC50 = 5 ± 0.5 muM] > 3c [IC50 = 7 ± 1.12 muM] > 3d [IC50 = 18 ± 0.87 muM] > 3j [IC50 = 45 ± 3 muM]). Of these, 3l (substituted p-trifluoromethylphenyl and chloropyridine) showed good potency (IC50 = 6 ± 0.78 muM) against HCT-116 colorectal cancer cells and exhibited high toxicity against HuH-7 liver cancer cells (IC50 = 4.5 ± 0.3 muM). These values were three times higher than the values reported for cisplatin (IC50 of 8 ± 0.76 and 14.7 ± 0.5 muM against HCT-116 and HuH-7 cells, respectively). The highest a-glucosidase inhibitory activity was detected for the 3d, 3i and 3j compounds. The details of the binding mode of the active compounds were clarified by molecular docking studies.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Treatment of beta-phenyl alpha,beta-unsaturated ketones, cinnamic acid and its ester with Me3SiCl-NaI-ROH reagent in hexane at room temperature gave the corresponding saturated carbonyl compounds in good yileds.A similar reaction of 2,4-hexadienoic acid afforded 4-hexanolide.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Highly efficient catalytic chloroamination reaction of alpha,beta- unsaturated gamma-keto esters and chalcones has been developed via a chloronium-based mechanism to deliver anti-regioselective vicinal chloroamines instead of the aziridinium intermediates delivered aminochlorides. The combination of TsNCl2 and TsNH2 as reagents made the transformation highly efficient, delivering the gamma-carbonyl-beta-chloro- alpha-amino acid derivatives and alpha-chloro-beta-amino-ketone derivatives in nearly quantitative yields with up to 99% ee and 99:1 dr under 0.05-0.5 mol % catalyst loading. TsNHCl was demonstrated to act as the key reactive species to form a bridged chloronium ion intermediate in the presence of a chiral scandium complex. The method might provide useful information for further realization of other haloamination reactions.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Phenacylpyridinium bromide, p-chlorophenacylpyridinium bromide, and p-methylphenacylpyridinium bromide were reacted with para-substituted dibenzalacetones in presence of ammonium acetate in glacial acetic acid to give 2,4-diaryl-6-(beta-phenylvinyl)pyridines in 45-65 percent yields.Ammonium acetate in acetic acid was used as an aza cyclization agent.The structures of the resulting pyridines were confirmed by IR and NMR spectral data and elemental analyses.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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In this work it was shown that TBD (1,5,7-triazabicyclo[4.4.0]dec-5-ene), a cheap and commercially available guanidine base, efficiently catalyzes aldol condensation reactions yielding interesting products for pharmacological and fragrance industries. This methodology works under solvent-less conditions and affords with very good conversions the corresponding products. Moreover, a simple and effective separation protocol using the CO2 fixation was employed. The catalyst could be recovered and re-used for three consecutive runs without significant loss of activity.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Lewis acid-assisted triple Michael reactions yield tricyclo<5.3.1.03,8>undecane-2,6-dione derivatives from the trimethylsilyl enol ethers of cyclohex-2-enones and divinyl ketone.The application of this reaction allowed a formal synthesis of (+/-)-seychellene.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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The reaction of Co(eta3-C8H13)(eta4-C8H12) and Pt2(dba)3 (dba = bis-dibenzylidene acetone) under dihydrogen leads in the presence of poly(vinylpyrrolidone) to nanometric bimetallic particles CoxPt1-x. The composition of the material is determined by the initial ratio of the two organometallic precursors. The bimetallic character of the particles is evidenced by magnetic, structural, and spectroscopic studies. Structural changes are evidenced both by HREM and WAXS: platinum rich particles adopt a fcc crystalline structure while cobalt rich particles adopt a non periodic polytetraedral arrangement. The magnetic properties of the materials have been inves-tigated. ZFC/FC measurements show that the particles are superparamagnetic and that their size dispersity is very low. From isothermal magnetization measurements, the extrapolated value of the coercive field HC (T = 0) is shown to increase continuously with Pt concentration, which is characteristic of bimetallic particles.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Uranyl complexes of the type [UO2(OO)2·DBA] (OO = TTA, DBM and BA) have been prepared and characterized by 1H, 19F and 13C{1H} NMR, IR spectroscopic techniques and elemental analyses. The low temperature behaviour of the complex [UO2 (TTA)2·DBA] was studied by the 19F NMR technique and its structure solved by single-crystal X-ray diffraction. The structure determination shows that the uranium atom has pentagonal-bipyramidal geometry with the four oxygen atoms of TTA and one oxygen atom of DBA lying on the basal plane and two uranyl oxygen atoms occupy the apices.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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In the presence of indium triflate, o-alkynylbenzaldehydes form isochromenylium cations that react with enones such as chalcones and diarylidineacetones to give 1,2-dihydronaphthalenes in moderate to good yields. The reaction proceeds via a rare type of Diels-Alder reaction in which both the diene (isochromenylium cation) and the dienophile (enone) are electron deficient. The Royal Society of Chemistry 2013.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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A catalyst-free and convenient approach for the preparation of cyclohexa-1,3-dienecarboxylate derivatives is described. This three-component reaction between primary amines, alkyl acetoacetate, and dibenzylideneacetone proceeds under solvent-free condition in good to excellent yields. Georg Thieme Verlag Stuttgart.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate