Archives for Chemistry Experiments of Pd2(DBA)3

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This invention relates to a fragrant formyl 1, 2, 3 – triazole class ligand and its preparation method, which belongs to the field of organic synthetic technology; the invention to easy to get 1, 4 – diaryl – 1, 2, 3 – triazole and aryl as a starting material, in the “palladium/phosphorus ligand” system under the catalysis, through carbon – coupled reactions selectively synthesis approach of the formyl 1, 2, 3 – triazole derivatives; the synthesized by Robert formyl 1, 2, 3 – triazole derivatives at the same time containing 1, 2, 3 – triazole and carbonyl functional group structure unit, two functional group in the ortho position, can be used as a transition metal-ligand is applied to the catalytic reaction, also for drug synthesis and modification and provides a new method and a new target. (by machine translation)

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Palladium catalysed three component cascade process, involving coupling of 2-iodobenzoates, -benzaldehydes, or acetophenones with substituted allenes and ammonium tartrate as an ammonium surrogate, provides a novel and facile route to substituted functionalised isoquinolinones and isoquinolines in good yields.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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A highly efficient palladium-catalyzed intramolecular aminoalkylation of unactivated alkenes in the absence of an external ligand and oxidant is described. New C-N and C(sp3)-C(sp3) bonds are formed simultaneously. This general transformation allows for construction of diverse N-heterocycles. Mechanistic studies show that the process may involve a four-membered Pd(alkyl)amido intermediate.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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The Pd-catalyzed 3-arylation of 2-oxindoles with aryl bromides, chlorides and triflates is found to proceed using i -Pr-BI-DIME and Me 2 -BI-DIME ligands. The mono-arylation of 3-unsubstituted oxindoles is accomplished using a Pd 2 (dba) 3 / i -Pr-BI-DIME catalyst system, and gives good yields of 3-aryloxindoles from aryl bromides and chlorides. The arylation of 3-substituted oxindoles is also possible using this catalyst/ligand system. The asymmetric arylation of 3-substituted oxindoles is accomplished using Me 2 -BI-DIME to furnish oxindoles bearing a quaternary C-3 stereocenter in enantiomeric ratios of up to 93:7.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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An efficient and practical protocol for the synthesis of (E)-allylethers from readily available olefins with alcohols or phenols was developed. This aerobic oxidative allylic C-H oxygenation protocol features mild conditions, broad substrate scope, and high atom and step economy, making it a valuable and convenient synthetic method. Notably, molecular oxygen is the sole oxidant in this novel transformation.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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The palladium(0)-catalyzed, ligand-controlled, regioselective addition of diaryl acetonitrile pronucleophiles to propargylic carbonates is reported. Selective formation of either terminal 1,3-dienyl or propargylated products is proposed to arise from a change in reaction mechanism controlled by the denticity of the coordinating ligand.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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The present invention relates to chemical compounds having a general formula I wherein A1-8, D?, L1, L2, R1, R6-8 and n are defined herein, and synthetic intermediates, which are capable of modulating various protein kinase receptor enzymes and, thereby, influencing various disease states and conditions related to the activities of such kinases. For example, the compounds are capable of modulating Aurora kinase thereby influencing the process of cell cycle and cell proliferation to treat cancer and cancer-related diseases. The invention also includes pharmaceutical compositions, including the compounds, and methods of treating disease states related to the activity of Aurora kinase.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Water-soluble diol-functionalized imidazolium ionic liquid 1, prepared from 2,2-bis(1-methyl-methyl-imidazolium)propane-1,3-diol bromide, potassium hydroxide, and malononitrile, was used as an efficient phosphine-free ligand for palladium-catalyzed arylation of aryl halides with acrylates in aqueous phase under mild conditions. It was found that the synergistic coordinating action of diol-functionalized imidazolium cation with CN-containing anion played the key role in improving the activity and stability of the catalyst. Water-soluble diol-functionalized imidazolium ionic liquid 1, prepared from 2,2-bis(1-methyl-methylimidazolium)propane-1,3-diol bromide, potassium hydroxide, and malononitrile, was used as an efficient phosphine-free ligand for palladium-catalyzed arylation of aryl halides with acrylates in aqueous phase under mild conditions. Copyright

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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A novel, selective palladium-catalysed carbenoid C(aryl)-H insertion of alpha-diazo-alpha-(methoxycarbonyl)acetanilides leading to oxindoles is described.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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The mechanism of the palladium-catalyzed synthesis of allylic silanes and boronates from allylic alcohols was investigated. 1H, 29Si, 19F, and 11B NMR spectroscopy was used to reveal key intermediates and byproducts of the silylation reaction. The tetrafluoroborate counterion of the palladium catalyst is proposed to play an important role in both catalyst activation as well as the transmetalation step. We propose that BF3 is generated in both processes and is responsible for the activation of the substrate hydroxyl group. An (eta3- allyl)palladium complex has been identified as the catalyst resting state, and the formation of (eta3-allyl)palladium complexes directly from allylic alcohols has been studied. Kinetic analysis provides evidence that the turnover limiting step is the transmetalation, and insights into notable similarities between the borylation and the silylation reaction mechanisms enabled us to considerably improve the stereoselectivity of the borylation.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method