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Cooperative Reactivity in an Extended-Viologen-Based Cyclophane

A tetracationic pyridinium-based cyclophane with a box-like geometry, incorporating two juxtaposed alkyne functions, has been synthesized. The triple bonds are reactive through cycloadditions toward dienes and azides, promoted by the electron-withdrawing nature of the pyridinium rings, as well as by the strain inherent in the cyclophane. The cycloadditions proceeded in high yields, with the cyclophane reacting faster than its acyclic analogue. While the cyclophane contains two reactive triple bonds, there is no evidence for a stable monofunctional intermediate-only starting material and the difunctional product have been detected by 1H NMR spectroscopy. Molecular modeling of the energy landscape reveals a lower barrier for the kinetically favored second cycloaddition compared with the first one. This situation results in tandem cascading reactions within rigid cyclophanes, where reactions at a first triple bond induce increased reactivity at a distal second alkyne.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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REACTIONS OF 4,5-DIAMINO-3-METHYL-1-PHENYLPYRAZOLE WITH DIARYLIDENEACETONES

The reaction of 4,5-diamino-3-methyl-1-phenylpyrazole with dibenzylideneacetone and its 4,4′-derivatives has been studied; the reactions lead to aromatic 1H-2,3-dihydropyrazolo<5,4-b>-1,5-diazepine derivatives.The reaction pathway has also been identified.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Synthesis of pyridine-dicarboxamide-cyclohexanone derivatives: Anticancer and alpha-glucosidase inhibitory activities and in silico study

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 ¡À 0.25 muM] > 3e [IC50 = 5 ¡À 0.5 muM] > 3c [IC50 = 7 ¡À 1.12 muM] > 3d [IC50 = 18 ¡À 0.87 muM] > 3j [IC50 = 45 ¡À 3 muM]). Of these, 3l (substituted p-trifluoromethylphenyl and chloropyridine) showed good potency (IC50 = 6 ¡À 0.78 muM) against HCT-116 colorectal cancer cells and exhibited high toxicity against HuH-7 liver cancer cells (IC50 = 4.5 ¡À 0.3 muM). These values were three times higher than the values reported for cisplatin (IC50 of 8 ¡À 0.76 and 14.7 ¡À 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£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Pd-aminoclay nanocomposite as an efficient recyclable catalyst for hydrogenation and suzuki cross coupling reactions

A highly water dispersible Pd-aminoclay nanocomposite is found to be effective catalytic system for the hydrogenation of alpha,beta-unsaturated carbonyl compounds and Suzuki coupling reactions in aqueous media. The catalytic hydrogenation of alpha,beta-unsaturated carbonyl compounds proceeds at room temperature to afford the corresponding products in excellent yields with high chemoselectivity. The cross coupling of aryl bromides and iodides with aryl boronic acids proceeds efficiently under aqueous conditions at 90 C to afford the corresponding biaryls in excellent yields with high selectivity. The Suzuki reaction proceeds smoothly even in the absence of external base due to the basic nature of the catalyst support. The catalyst could be easily recovered and recycled three times without a significant loss of activity in hydrogenation and Suzuki cross coupling reactions. Copyright

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Poly(N,N’-dibromo-N-ethyl-benzene-1,3-disulfonamide), N,N,N’,N’- tetrabromobenzene-1,3-disulfonamide as new reagents for conjugate addition of indole, pyrrole with a,b-unsaturated ketones

Poly(N,N’-dibromo-N-ethyl-benzene-1,3-disulfonamide) [PBBS] and N,N,N’,N’-tetrabromobenzene-1,3- disulfonamide[TBBDA] were used as efficient reagents for conjugate addition of indole and pyrrole with a,b-unsaturated ketones and also, double-conjugate 1,4-addition of indoles to dibenzylidenacetones. Iranian Chemical Society 2012.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Direct Formation of Reactive Alkynyltrichlorotins from 1-Alkynes, SnCl4, and Bu3N. A Mild Alkynylation Reagent of Aldehydes, Acetals, and Enones

A reagent system of 1-alkyne, SnCl4, and Bu3N alkynylates aldehydes, acetals,and enones under mild reaction conditions giving acetylenic alcohols, acetylenic ethers, and acetylenic ketones, respectively, in high yields.Alkynyltrichlorotins are shown to be the reactive species for these reactions.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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SYNTHESIS OF SOME 5H-PYRANO- AND 5H-PYRIDO<2',3':4,5>PYRIDO<2,1-b>BENZOTHIAZOL-5-ONE DERIVATIVES

The addition reactions of 3-hydroxy-1H-pyrido<2,1-b>benzothiazol-1-one, 1, have been investigated.Thus, 1 added to aryl isocyanates to give the 2-carbamoyl derivatives 2a,b and to activated alkenes to give the 2-alkylated derivatives 5a-c.Compound 1 reacted also with alpha-substituted cinnamonitriles, 6a-l, to give different products 7, 12, 13 and 15 according to the nature of the substituent in 6.Compounds with the ring systems pyrido<2',3':4,5>pyrido<2,1-b>benzothiazole and pyrano<2',3':4,5>pyrido<2,1-b>benzothiazole have been obtained.The first ring system is a new one.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Wavelength dependent phototransformation of dibenzylideneacetonedibromide

Dibenzylideneacetonedibromide (1) gives three different products 2, 3 and 4, when its solution in chloroform is irradiated by electromagnetic radiation at different wavelengths. The structures of these products have been confirmed by spectral analysis or co-TLC and mixed m.p. with authentic samples.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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One-pot fluorination followed by Michael addition or Robinson annulation for preparation of alpha-fluorinated carbonyl compounds

Fluorination followed by the Michael addition or Robinson annulation of 1,3-dicarbonyl compounds is introduced for the synthesis of acyclic and cyclic alpha-fluoro-beta-ketoesters and alpha-fluoro-1,3-diketones. The decarboxylation step can also be added to the reaction sequence. High efficiency is achieved by the microwave heating and atom economic one-pot synthesis.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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REACTION OF SELENONIUM KETO YLIDE WITH DIBENZYLIDENE DERIVATIVES OF KETONES

The reaction of selenium monoketo ylides with the dibenzylidene derivatives of ketones (acetone, cyclopentanone, cyclohexanone) only takes place at one double bond of the dienone by a mechanism of the <1+2>-cycloaddition type with the formation of two isomeric cyclopropyl ketones.In the case of the dibenzylidene derivative of bicyclo<3.3.1>nonan-3-one the type of reaction, i.e., <1+2>– or <1+4>-cycloaddition, is determined by the direction of attack by the selenonium ylide (axial or equatorial).

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate