Simple exploration of [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)

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Versatile synthesis of functionalised dibenzothiophenes via Suzuki coupling and microwave-assisted ring closure

Amino-substituted biphenyls were obtained by Suzuki cross-coupling of 2,6-dibromoaniline with a phenylboronic acid (substituted with Me, NO 2, OH, OMe or Cl) preferably assisted by microwave irradiation. Conversion of the amino group into a thiol preceded a base-induced intramolecular substitution, also facilitated by microwave heating, to generate the second C-S bond of the target dibenzothiophene. The 1-, 2-, 3- or 4-substituted 6-halodibenzothiophenes obtained were subjected to a palladium-mediated coupling with 2-morpholin-4-yl-8-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)-4H-chromen-4-one to give the respective 6-, 7-, 8- or 9-substituted dibenzothiophen-4-ylchromenones. These compounds were evaluated as inhibitors of DNA-dependent protein kinase (DNA-PK) and compared to the parent 8-(dibenzo[b,d]thiophen-4-yl)-2-morpholin-4-yl-4H-chromen-4-one. Notably, derivatives bearing hydroxy or methoxy substituents at C-8 or C-9 retained activity, whereas substitution at C-7 lowered activity. Substitution with chloro at C-6 was not detrimental to activity, but a chloro group at C-7 or C-8 reduced potency. The data indicate permissive elaboration of hydroxyl at C-8 or C-9, enabling the possibility of improved pharmaceutical properties, whilst retaining potency against DNA-PK.

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

More research is needed about Pd2(DBA)3

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Discovery of GSK2656157: An optimized PERK inhibitor selected for preclinical development

We recently reported the discovery of GSK2606414 (1), a selective first in class inhibitor of protein kinase R (PKR)-like endoplasmic reticulum kinase (PERK), which inhibited PERK activation in cells and demonstrated tumor growth inhibition in a human tumor xenograft in mice. In continuation of our drug discovery program, we applied a strategy to decrease inhibitor lipophilicity as a means to improve physical properties and pharmacokinetics. This report describes our medicinal chemistry optimization culminating in the discovery of the PERK inhibitor GSK2656157 (6), which was selected for advancement to preclinical development.

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

Brief introduction of 52522-40-4

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Synthetic Route of 52522-40-4, Chemistry is the science of change. But why do chemical reactions take place? Why do chemicals react with each other? The answer is in thermodynamics and kinetics.In a document type is Article, and a compound is mentioned, 52522-40-4, Tris(dibenzylideneacetone)dipalladium-chloroform, introducing its new discovery.

The first evidence of insertion of isocyanide into a metal-sulfur bond: Catalytic and stoichiometric behavior of isocyanide and thiolate ligands on palladium and platinum

The first evidence of insertion of isocyanide into M-S bond has been demonstrated. Tetrakis-(triphenylphosphine)palladium [Pd(PPh3)4] catalyzes the reaction of a disulfide (ArS)2 (1) with an isocyanide ArNC (2) (Ar = 4- MeC6H4) to produce the adducts (ArS)(C=NAr)(m)(SAr). The reactions of 1:m adducts with 2 are also catalyzed by the Pd complex to afford 1:k adducts (k ? m). The mechanistic study reveals that the complex Pd- (SAr)2(CNAr)(PPh3) (8) is a resting state for giving 1:1 adduct and converted into 1:1 adduct 3 (m = 1) in the presence of another 1 equiv of 1. The stoichiometric reaction of 3 with Pd(PPh3)4 provides 8, but the stoichiometric oxidative addition of l:m adducts (m = 2, 3, 4) to Pd(PPh3)4 did not give any definitive Pd(II) species. These facts reveal that both the insertion of isocyanide(s) into Pd-S bond and the reductive elimination of 1:m adduct are reversible. The study on reactivities of isocyanide and thiolate ligands on platinum, including the X-ray crystallographic analysis of the imidoyl platinum trans-Pt[(C=NAr)2SAr](SAr)(PPh3)2 (21) obtained by the oxidative addition of the C-S bond of 1:2 adduct 4 (m = 2) to Pt(PPh3)4 has also been reported.

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

More research is needed about 53199-31-8

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Palladium-Catalyzed Carbon Isotope Exchange on Aliphatic and Benzoic Acid Chlorides

An operationally simple protocol for a palladium-catalyzed 13CO and 14CO exchange with activated aliphatic and benzoic carbonyls is presented. Several 13C and 14C building blocks, natural product derivatives, and pharmaceuticals have been prepared to showcase the method for late-stage carbon isotope incorporation and its functional group compatibility.

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

A new application about 52409-22-0

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Synthetic Route of 52409-22-0, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.52409-22-0, Name is Pd2(DBA)3, molecular formula is C51H42O3Pd2. In a article£¬once mentioned of 52409-22-0

Hydrogen bond cross-linked sulfonated poly(imino ether ether ketone) (PIEEK) for fuel cell membranes

A new diamine monomer, 3,3?-dihydroxydiphenylamine, is prepared by the palladium catalyzed C-N coupling reaction and the following reduction reaction of 3-bromoanisole and m-anisidine. A series of novel hydrogen bond cross-linked sulfonated poly(imino ether ether ketone) (SPIEEK) are obtained by the copolymerization of sodium 5,5?-carbonylbis(2-fluorobenzene sulfonate), 4,4?-difluorobenzophenone with 3,3?-dihydroxydiphenylamine. The structures of resulting polymers are characterized by means of FT-IR, 1H NMR spectroscopy, and elemental analysis; the results show an agreement with the proposed structure. The resulting SPIEEK membranes display much better resistance to swelling than these without imino groups due to the strong interchain interaction through imino and sulfonic acid groups. The SPIEEK-60 and SPIEEK-80 membrane show the proton conductivity of 0.118 and 0.154 S cm-1 at 80 C which is higher than Nafion 117 (0.082 S cm-1 at 80C). Moreover, the SPIEEK membranes exhibit good mechanical properties and lower methanol permeability due to the hydrogen bondings between the polymer chains.

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

Discovery of Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)

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Bifurans via palladium-catalyzed Suzuki coupling

Sixteen 2,2′-bifurans with aryl substituents are reported. The copper-mediated oxidative coupling of lithium salt of furan led to the formation of 2,2′-bifuran, which was brominated with either 2 eq. or 4 eq. NBS to afford 5,5′-dibromo-2,2′-bifuran and 3,3′,5,5′-tetrabromo-2,2′-bifuran. The palladiumcatalyzed Suzuki reactions between dibromo or tetrabormo-bifuran and arylboronic acid were employed to furnish the title compounds, which were characterized by NMR spectra and mass spectra.

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

Brief introduction of Bis(tri-tert-butylphosphine)palladium

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FLUOROMETHYL-SUBSTITUTED PYRROLE CARBOXAMIDES

The invention relates to pyrrole carboxamides bearing a fluoromethyl-moiety as voltage gated calcium channel blockers, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.

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

Awesome Chemistry Experiments For 52409-22-0

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Complementary Methods for the Introduction of the (E)-3-(Pentafluorosulfanyl)allyl Chain unto O-, N-, S-, and C-Based Nucleophiles

Two methods for the introduction of the (E)-3-(pentafluorosulfanyl)allyl chain unto various nucleophiles were investigated: a palladium-catalyzed Tsuji?Trost reaction of (E)-ethyl [3-(pentafluorosulfanyl)allyl]carbonate and a nucleophilic substitution reaction on (E)-[3-(pentafluorosulfanyl)allyl] 4-methylbenzenesulfonate. Various nucleophiles were examined including phenols, aliphatic and aromatic amines, aliphatic and aromatic thiols and malonates. Overall, the two approaches were found to be complementary as the Tsuji?Trost reaction worked better with phenols while the SN2 reaction generally provided better results with the amines. In addition, the sulfur-based product could only be obtained using the SN2 reaction while the malonates only worked under the Tsuji?Trost conditions.

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

Extracurricular laboratory:new discovery of 1,1′-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex

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Palladium-Catalyzed Intramolecular Self-Alkylation of Polyfluoroarene via Heck and Decarboxylation Process

An efficient palladium-catalyzed cyclization and polyfluorophenylation of gamma,delta-unsaturated polyfluorobenzoyl oxime ester via iminopalladation/polyfluorobenzoyloxy decarboxylation cascade reaction is developed. The protocol provides a practical and atom-economical access to a broad scope of various polyfluorophenylated dihydropyrrole derivatives. The reaction effectively utilizes the polyfluorobenzoyloxy leaving group as polyfluorophenylated source for the first time, precluding the need of additional polyfluoroarene. This is the first example of the introduction of electron-deficient arenes in the further transformation of Narasaka-Heck-type reaction. Additionally, the reaction is conducted in a short time.

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

Extracurricular laboratory:new discovery of 1,1′-Bis(di-tert-butylphosphino)ferrocene-palladium dichloride

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NOVEL MONOCYCLIC AND BICYCLIC RING SYSTEM SUBSTITUTED CARBANUCLEOSIDE ANALOGUES FOR USE AS PRMT5 INHIBITORS

The present invention relates to novel novel monocyclic and bicyclic ring system substituted carbanucleoside analogues of Formula (I), wherein the variables have the meaning defined in the claims. The compounds according to the present invention are useful as PRMT5 inhibitors. The invention further relates to pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.

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