Search results for "Bicyclic molecule"

showing 10 items of 254 documents

Nucleophilic substitutions on bromotriazolopyridines - an improved route to 2,6-disubstituted pyridines and to 1,3-disubstituted isoquinolines

1986

Abstract A regiospecific synthesis of 2,6-disubstituted pyridines and of 1,3-disubstituted isoquinolines is described.

Bicyclic moleculeOrganic ChemistryHydrazineSulfuric acidBiochemistryAcetic acidchemistry.chemical_compoundchemistryNucleophileDrug DiscoveryNucleophilic substitutionOrganic chemistryPiperidineBond cleavageTetrahedron Letters
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Photochemistry of 7-acetoxybenzopyran derivatives. Synthesis of eupatoriochromene and encecalin

1989

Abstract The photolysis of the 7-acetoxybenzopyran derivatives 1a-5a has been carried out. Chromene 1a was found to undergo extensive photopolymerization. Chromanone 2a underwent a rather inefficient photo-Fries rearrangement to the 6 - and 8 - acetyl derivatives 2b and 2c . Diacetoxychromene 3a gave the unsaturated ketone 8 as the main product, besides its deacetylation analogue 9 and chromanone 11 . Diacetoxychroman 4a afforded a mixture of four C-acetyl products: 1b, 1c, 2b and 2c , together with Chromene 1a and chromanone 2a. Finally, irradiation of chroman 5a gave rise to a mixture of the two possible photo-Fries products 5b (43%) and 5c (52%). The mechanistic implications of the above…

Bicyclic moleculeOrganic ChemistryPhotodissociationFree-radical reactionRing (chemistry)PhotochemistryBiochemistryEnolchemistry.chemical_compoundPhotopolymerchemistryPyranAcetylationDrug DiscoveryOrganic chemistryTetrahedron
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Cyclische chirale triarylborane mit einer B←N-Bindung

1985

Abstract The reaction of ortho-lithiated N,N-dimethyl-1-arylethyl-amines with triphenyl- boron leads, with elimination of phenyllithium, to (R)-(−)-2,2,3-trimethyl-1,1-diphenyl -1H-2-azonia-1-borata-indene (1), 2,3-dihydro-1,1,2-trimethyl-3,3-diphenyl- 1H-2-azonia-3-borata-benz[e]indene (2) and 2,3-dihydro-2,2,3-trimethyl-1,1-diphenyl -1H-2-azonia-1-borata-benz[e]indene (3) with a strongB←N bond. 1, 2 and 3 are stable against oxygen, water and alcohols. Triarylboron compounds sensitive to the same reagents are formed by the reaction of triphenylboron with some aryllithium compounds substituted with electron-donating groups.

Bicyclic moleculeOrganic Chemistrychemistry.chemical_elementNuclear magnetic resonance spectroscopyBiochemistryMedicinal chemistryOxygenInorganic Chemistrychemistry.chemical_compoundchemistryReagentMaterials ChemistryOrganic chemistryPhysical and Theoretical ChemistryIndeneBoronPhenyllithiumJournal of Organometallic Chemistry
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A Molecular Metal Ferromagnet from the Organic Donor Bis(ethylenedithio)tetraselenafulvalene and Bimetallic Oxalate Complexes

2003

A new dual-function hybrid molecular material has been obtained from the organic donor bis(ethylenedithio)tetraselenafulvalene and the honeycomb oxalate-based bimetallic network [MnCr(ox)3]-. This multilayer material consists of layers of the inorganic anionic 2D network, responsible for the appearance of ferromagnetic ordering below 5.3 K, alternating with segregated layers of the organic cation radical responsible for the transport properties:  metal-like conductivity is observed from room temperature down to 150 K.

Bicyclic moleculeOxalic acidInorganic chemistryGeneral ChemistryConductivityBiochemistryMagnetic susceptibilityCatalysisOxalateMetalchemistry.chemical_compoundCrystallographyColloid and Surface ChemistrychemistryFerromagnetismvisual_artvisual_art.visual_art_mediumBimetallic stripJournal of the American Chemical Society
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Formation of Pyrazol-1,3,4-Thiadiazoles through 1,3-Dipolar Cycloadditions of 3-Thioxo-[1,2,4]-Triazepin-5-one with Nitrilimines: An Experimental and…

2009

In this work the results of experimental and computational study of the title compounds and some ancillary compounds are reported. Two bicyclic pyrazol-1,3,4-thiadiazole derivatives were synthesized by reaction between 6-dimethylaminomethylene-3-thioxo-[1,2,4]- triazepin-5-one 1 and several nitrilimines 2a-f to give corresponding spirocycloadducts 3a-f, which undergo a rapid rearrangement leading to the new bicyclic compounds, 4a-f and 5a-f. These obtained bicyclic products were characterized by 1H and 13C NMR spectroscopy and finally by X-ray crystallography. Theoretical calculations have been carried out using DFT methods to rationalize the formation of the two new bicyclic compounds. Two…

Bicyclic moleculeStereochemistryChemistryOrganic ChemistryAncillary compoundsRegioselectivityCarbon-13 NMRRing (chemistry)Cleavage (embryo)CycloadditionCatalysisThiadiazolesComputational chemistryPhysical and Theoretical Chemistry
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Stereoselective Synthesis of Polycyclic Thiopyrans

2012

The reaction of benzothiete (1) and the bicyclic alkenes 5, 7, 9, or 12 shows a very high π side selectivity (de > 95%) in the formation of the polycyclic thiopyrans 6, 8, 10, 11, 13, and 14.

Bicyclic moleculeStereochemistryChemistryOrganic ChemistryStereoselectivitySelectivityJournal of Heterocyclic Chemistry
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PHOSPHORORGANISCHE VERBINDUNGEN 1081DIE SYNTHESE FLUORESZIERENDER UND CHEMOSELEKTIVER REAGENTIEN ZUM GEZIELTEN NACHWEIS UND SCHUTZ BIOLOGISCH WICHTIG…

1984

Abstract Compounds of type A are fluorescent, if the donator groups, like NMe2, OMe, SMe and PR2, and the acceptor groups, like R′P(O)X, SO2R′ and CO2R′, are linked to different nuclei of the naphthalin ring system.

Bicyclic moleculeStereochemistryChemistryRing (chemistry)Protecting groupAcceptorFluorescencePhosphorus and Sulfur and the Related Elements
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Stereocontrolled synthesis of azeto[2,1-b] quinazolines bearing three stereocenters via the intramolecular [2+2] cycloaddition between ketenimines an…

2004

Abstract A highly stereoselective synthesis of azeto[2,1- b ]quinazolines bearing three stereocenters (C1, C2, and C8) has been achieved via intramolecular [2+2] cycloaddition between ketenimine and imine functions supported on an ortho -benzylic scaffold. An asymmetric center adjacent to the iminic nitrogen atom, the future C8 carbon of the bicyclic product, efficiently controls the absolute configuration of the two new stereogenic carbon atoms of the azetidine ring, C1 and C2.

Bicyclic moleculeStereochemistryOrganic ChemistryAzetidineImineRing (chemistry)CatalysisCycloadditionKetenimineStereocenterInorganic Chemistrychemistry.chemical_compoundchemistryIntramolecular forcePhysical and Theoretical ChemistryTetrahedron: Asymmetry
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Ring transformation of furfural into an unusual bicyclic system: Characterisation and dynamic stereochemistry of 6,7-diethoxycarbonyl-6,7-diaza-8-oxa…

1997

Abstract 2-Formylthiophene and 3-formylindole react with diethyl azodicarboxylate to give simple products derived from reactions on the formyl group whereas 2-formylfuran reacts to give the unexpected bicyclic title compound. 1 H and 13 C NMR studies indicate that this compound undergoes a series of three dynamic conformational changes over the temperature range 50 to −90°C which are ascribed to slow rotation about the exocyclic carbamate bonds and hindered bridge inversion.

Bicyclic moleculeStereochemistryOrganic ChemistryCarbon-13 NMRFormyl groupFurfuralRing (chemistry)BiochemistryDiethyl azodicarboxylatechemistry.chemical_compoundchemistrySlow rotationDrug DiscoveryDynamic stereochemistryTetrahedron
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Auxiliary-controlled stereoselective enolate protonation: Enantioselective synthesis of cis and trans annulated decahydroquinoline alkaloids

1998

Abstract The diastereoselective synthesis of the octahydroquinoline enone precursor of pumiliotoxin C is achieved via tandem Mannich-Michael reaction on N-galactosyl imines. Conjugate cuprate addition to the bicyclic enone stereoselectively forms the trans annulated 4a- epi -pumiliotoxin C skeleton in the presence of the carbohydrate auxiliary, and the cis annulated pumiliotoxin C skeleton in its absence.

Bicyclic moleculeStereochemistryOrganic ChemistryEnantioselective synthesisProtonationBiochemistrychemistry.chemical_compoundPumiliotoxin CchemistryDrug DiscoveryStereoselectivityEnoneCis–trans isomerismConjugateTetrahedron Letters
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