Search results for "Alkylation"

showing 10 items of 219 documents

ChemInform Abstract: Indirect Regioselective Heteroarylation of Indoles Through a Friedel-Crafts Reaction with (E)-1,4-Diaryl-2-buten-1,4-diones.

2010

Abstract A two-step synthesis of 3-heteroaryl indoles has been developed. The first step of the sequence involves a Friedel–Crafts alkylation of indoles with 1,4-diaryl-2-buten-1,4-diones to give the corresponding indoles bearing a 1,4-dicarbonyl moiety. The reaction is catalyzed by InCl 3 and takes place with good yields. Cyclization of the diones under different Paal–Knorr conditions allows to prepare indoles substituted at the C3 position with 3-furanyl, 3-pyrrolyl- and 3-thienyl moieties.

ChemistryMoietyRegioselectivityGeneral MedicineAlkylationThiophene derivativesMedicinal chemistryFriedel–Crafts reactionPyrrole derivativesCatalysisChemInform
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Indirect regioselective heteroarylation of indoles through a Friedel–Crafts reaction with (E)-1,4-diaryl-2-buten-1,4-diones

2009

Abstract A two-step synthesis of 3-heteroaryl indoles has been developed. The first step of the sequence involves a Friedel–Crafts alkylation of indoles with 1,4-diaryl-2-buten-1,4-diones to give the corresponding indoles bearing a 1,4-dicarbonyl moiety. The reaction is catalyzed by InCl 3 and takes place with good yields. Cyclization of the diones under different Paal–Knorr conditions allows to prepare indoles substituted at the C3 position with 3-furanyl, 3-pyrrolyl- and 3-thienyl moieties.

ChemistryOrganic ChemistryDrug DiscoveryRegioselectivityOrganic chemistryMoietyAlkylationBiochemistryFriedel–Crafts reactionCatalysisTetrahedron
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Mono(cyclopentadienyl)titanium complexes containing a sulfide-bridged bis(phenolato) ligand. Molecular structure of Ti{2,2′-S(OC6H2-4-Me-6-tBu)2}(η5-…

2001

A series of titanium complexes containing a sulfur-bridged chelating bis(phenolato) ligand, Ti{2,2′-S(OC 6 H 2 -4-Me-6- t Bu) 2 }(η 5 -C 5 R 5 )Cl (R=H, Me; R 5 =1,3-(SiMe 3 ) 2 H 3 ), were prepared by the reaction of the dilithium derivative Li 2 [2,2′-S(OC 6 H 2 -4-Me-6- t Bu) 2 ] with Ti(η 5 -C 5 R 5 )Cl 3 . Alkylation of the chloro complexes gave complexes of the type Ti{2,2′-S(OC 6 H 2 -4-Me-6- t Bu) 2 }(η 5 -C 5 R 5 )R′ (R′=Me, CH 2 Ph). The crystal structure of the chloro complex Ti{2,2′-S(OC 6 H 2 -4-Me-6- t Bu) 2 }(η 5 -C 5 H 5 )Cl has been determined by X-ray diffraction and shows a monomeric four-legged piano-stool structure with the sulfur and chlorine atoms in trans positions. …

ChemistryStereochemistryLigandOrganic ChemistryCrystal structureAlkylationBiochemistryMedicinal chemistryInorganic ChemistryBond lengthDilithiumchemistry.chemical_compoundCyclopentadienyl complexMaterials ChemistryMoleculePhysical and Theoretical ChemistryDerivative (chemistry)Journal of Organometallic Chemistry
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Diastereoselective Insertion of Isocyanide into the Alkyl−Metal Bond of Methylbenz[ e ]indenyl ansa ‐Zirconocene Complexes

2004

Alkylation of ansa-zirconocene [Zr{(η5-C5H5)SiMe2(MBI)}Cl2] (MBI = η5-2-Me−C13H7) with MgRCl gave the dimethyl complex [Zr{(η5-C5H5)SiMe2(MBI)}Me2], but unresolvable mixtures containing mono-alkylated compounds were obtained when bulkier alkyls were used. However pure dialkyl complexes [Zr{(η5-C5H5)SiMe2(MBI)}R2] (R = CH2Ph, CH2SiMe3) were easily obtained using K(CH2Ph) and Li(CH2SiMe3) as alkylating agents. Diastereoselective insertion into the MBI-unprotected Zr−R bond was observed when all of these dialkyl complexes were treated with 2,6-xylyl isocyanide to give the iminoacyl compounds [Zr{(η5-C5H5)SiMe2(MBI)}R{CR[η2-N-(2,6-xylyl)]}] (R = Me, CH2Ph, CH2SiMe3). All of the new complexes we…

Cienciachemistry.chemical_classificationZirconiumMetallocenesStereochemistryScienceIsocyanidechemistry.chemical_elementSCIENCEIsocyanidesAlkylationMedicinal chemistryQuímica inorgánicaPolymerizationInorganic Chemistrychemistry.chemical_compoundchemistryPolymerizationCIENCIAZirconiumInsertionChemistry inorganicAlkylMetallic bondingEuropean Journal of Inorganic Chemistry
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Evidence for an Intermediate in the Methylation of CB11H12−with Methyl Triflate: Comparison of Electrophilic Substitution in Cage Boranes and in Aren…

2013

The trideuteriomethylation of BH vertices in CB11H12− and its derivatives with CD3OTf (OTf=triflate, trifluoromethanesulfonate) yields a mixture of BCD3 and BCHD2 substitution products, thus demonstrating the intermediacy of a species with a long enough lifetime for hydrogen scrambling between the boron vertex and the methyl substituent. No such scrambling is observed if CD3OTf is used to methylate toluene. According to density functional theory calculations, the intermediate in BH vertex methylation is a three-center bonded σ adduct of a methyl cation to the BH bond and the proton scrambling occurs via a transition structure containing a distorted square-pyramidal methane attached axially …

Crystallographychemistry.chemical_compoundElectrophilic substitutionchemistryProtonSubstituentBoranesDensity functional theoryGeneral ChemistryAlkylationPhotochemistryTolueneTrifluoromethanesulfonateChemPlusChem
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Structure-reactivity relationship for aromatics transalkylation and isomerization process with TNU-9, MCM-22 and ZSM-5 zeolites, and their industrial…

2011

[EN] TNU-9 is a medium pore zeolite with a complex tridimensional channel system. Its catalytic properties have been studied in some reactions that involve the BTX fraction, such as benzene and toluene alkylation with methanol, ethanol or isopropanol. These reactions use in practice medium pore zeolites such as ZSM-5 (MFI) or MCM-22 (MWW), and the selectivities obtained with TNU-9 are compared and analyzed from the point of view of the zeolite structure and pore topology, as well as from its possible industrial application. For benzene alkylation to give ethylbenzene (EB), TNU-9 is an active and selective catalyst with selectivities to EB much higher than ZSM-5 and close to those of the ind…

CumeneChemistryProcess Chemistry and TechnologyBTX aromaticsXyleneTNU-9 zeolitePhotochemistryEthylbenzeneTolueneCatalysisCatalysisBenzene alkylationchemistry.chemical_compoundQUIMICA ORGANICAToluene alkylationZSM-5TransalkylationBenzene
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Influence of Pore-Volume Topology of Zeolite ITQ-7 in Alkylation and Isomerization of Aromatic Compounds

2002

The void structure of zeolite ITQ-7 (ISV structure) is discussed on the basis of catalytic reaction tests. The isomerization and disproportionation of meta-xylene, and the alkylation of benzene or toluene with either ethanol or isopropanol, on the acidic zeolite have been used as model reactions. The dimensions of its three-dimensional system of channels, with pores between 6.1 and 6.3 A and with lower tortuosity than those of beta zeolite, favor higher ratios of isomerization to disproportionation of meta-xylene, and of mono- to dialkylated products and iso- to n-propylbenzene during alkylation of benzene. These effects are enhanced with a partially coked ITQ-7.

CumeneDisproportionationAlkylationEthylbenzeneTolueneCatalysischemistry.chemical_compoundchemistryPolymer chemistryOrganic chemistryPhysical and Theoretical ChemistryBenzeneZeoliteIsomerizationJournal of Catalysis
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Xylene isomerization and aromatic alkylation in zeolites NU-87, SSZ-33, β, and ZSM-5: molecular dynamics and catalytic studies

2004

The unique pore topology of zeolite NU-87, with 10-membered ring (MR) channels intersected by perpendicular 12-MR cavities, can offer new opportunities for alkylaromatics isomerization, as well as for aromatics alkylation. The catalytic performance has been studied for meta-xylene isomerization and disproportionation, as well as toluene alkylation with methanol, ethanol, propanol, and isopropanol. Product distribution was interpreted on the basis of pore topology and compared to zeolites with 12-MR (β), 10- and 12-MR (SSZ-33), and 10-MR (ZSM-5) zeolites. The presence of cavities allows more space for the location of bulky intermediates and/or products, and also traps the molecules, allowing…

Cumenechemistry.chemical_compoundChemistryXyleneTrimethylbenzenesPhysical and Theoretical ChemistryZSM-5AlkylationPhotochemistryMolecular sieveIsomerizationCatalysisCatalysisJournal of Catalysis
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A Modular Formal Total Synthesis of (±)-Cycloclavine

2016

Cycloclavine is a clavine-type Ergot alkaloid noteworthy for its unique pentacyclic skeleton featuring a 3-azabicyclo[3.1.0]hexane substructure. A short convergent route to the racemic alkaloid is described which comprises only eight linear steps and requires only four chromatographic purifications. The two key building blocks can be prepared in high yield from commercially available starting materials. Two consecutive coupling reactions, namely a selective alkylation of a dienolate and a Heck reaction, are the key steps of the reaction sequence.

CycloclavineAlkylationMolecular Structure010405 organic chemistryOrganic ChemistryTotal synthesisStereoisomerismStereoisomerismAlkylationBridged Bicyclo Compounds Heterocyclic010402 general chemistry01 natural sciencesCoupling reactionIndole Alkaloids0104 chemical sciencesHexanechemistry.chemical_compoundchemistryCyclizationHeck reactionYield (chemistry)HexanesOrganic chemistryThe Journal of Organic Chemistry
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Late activation of stress kinases (SAPK/JNK) by genotoxins requires the DNA repair proteins DNA-PKcs and CSB.

2005

Although genotoxic agents are powerful inducers of stress kinases (SAPK/JNK), the contribution of DNA damage itself to this response is unknown. Therefore, SAPK/JNK activation of cells harboring specific defects in DNA damage-recognition mechanisms was studied. Dual phosphorylation of SAPK/JNK by the genotoxin methyl methanesulfonate (MMS) occurred in two waves. The early response (≤2 h after exposure) was similar in cells knockout for ATM, PARP, p53, and CSB or defective in DNA-PKcscompared with wild-type cells. The late response however (≥4 h), was drastically reduced in DNA-PKcsand Cockayne's syndrome B (CSB)-deficient cells. Similar results were obtained with human cells lacking DNA-PKc…

DNA ReplicationAlkylationDNA RepairDNA damageDNA repairPoly ADP ribose polymeraseDNA-Activated Protein KinaseBiologyModels Biologicalchemistry.chemical_compoundMiceAnimalsHumansPhosphorylationPoly-ADP-Ribose Binding ProteinsMolecular BiologyDNA-PKcsCells CulturedKinaseDNA HelicasesJNK Mitogen-Activated Protein KinasesNuclear ProteinsCell BiologyBase excision repairDNAArticlesMethyl MethanesulfonateMolecular biologyMethyl methanesulfonateDNA-Binding ProteinsEnzyme Activationenzymes and coenzymes (carbohydrates)DNA Repair EnzymeschemistryPhosphorylationProtein Processing Post-TranslationalDNA DamageMutagensSignal TransductionMolecular biology of the cell
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