Search results for "4-O"

showing 7 items of 457 documents

One-pot synthesis of fluorinated 2-amino-pyrimidine-N-oxides. Competing pathways in the four-atom side-chain rearrangements of 1,2,4-oxadiazoles

2006

Abstract Trifluoromethylated 2-amino-pyrimidine N-oxides have been synthesized by reaction of the 3-amino-5-methyl-1,2,4-oxadiazole with trifluoromethyl-β-diketones in the presence of perchloric acid, followed by hydrolysis. In this ring-to-ring transformation an initial formation of (unisolated) 1,2,4-oxadiazole-pyrimidinium salts, and subsequent ring-opening at the oxadiazole moiety occurs. Isolation of 2-(hydroxyamino)-pyrimidine from the reaction mixture evidenced the presence of a competing pathway where the N(4) nitrogen of the oxadiazole is involved in the formation of a regioisomeric pyrimidinium salt. The effect of the trifluoromethyl group on the product distribution is discussed.…

fluoropyrimidine derivativecrystal structurepyrimidine N-oxidePyrimidinesynthesisStereochemistryOne-pot synthesisOxadiazoleX ray analysis3 diketoneBiochemistryMedicinal chemistryperchloric acidnitrogenchemistry.chemical_compoundside-chain rearrangementDrug DiscoveryStructural isomerSide chainMoietyPerchloric acidring openingfluorinated heterocycle3 diketone fluoropyrimidine derivative ketone derivative nitrogen oxide perchloric acid; article crystal structure hydrolysis priority journal reaction analysis ring opening synthesis X ray analysisTrifluoromethylChemistryOrganic Chemistryarticle124-oxadiazoleketone derivativereaction analysishydrolysispriority journaloxide
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Rearrangements of 1,2,4-Oxadiazole: “One Ring to Rule Them All”

2017

[Figure not available: see fulltext.] 1,2,4-Oxadiazoles are heterocycles characterized by low aromaticity and the presence of a weak O–N bond and are widely studied due to their tendency to rearrange into more stable heterocyclic compounds. This review covers literature from the last fifteen years, highlighting the general features of 1,2,4-oxadiazoles and their applications. Regarding the reactivity, the development of classical reactions (thermal and photochemical rearrangements) is presented in terms of synthetic utility and mechanistic insight. Among the relevant rearrangement reactions, the Boulton–Katritzky Rearrangement (BKR), Migration – Nucleophilic Attack – Cyclization (MN…

heterocyclic rearrangementphotochemistry010405 organic chemistryOrganic Chemistry124-oxadiazoleOxadiazoleBoulton–Katritzky rearrangementAromaticitySettore CHIM/06 - Chimica Organica010402 general chemistryRing (chemistry)01 natural sciences0104 chemical scienceschemistry.chemical_compoundNucleophilechemistryComputational chemistryANRORCReactivity (chemistry)Chemistry of Heterocyclic Compounds
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CCDC 2060888: Experimental Crystal Structure Determination

2021

Related Article: Lucija Ptiček, Lucija Hok, Petra Grbčić, Filip Topić, Mario Cetina, Kari Rissanen, Sandra Kraljević Pavelić, Robert Vianello, Livio Racané|2021|Org.Biomol.Chem.|19|2784|doi:10.1039/D1OB00235J

hydrogen bis(2-(3-amino-4-oxyphenyl)-45-dihydro-1H-imidazol-3-ium) chloride tetrahydrateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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Angular Regioselectivity in the Reactions of 2-Thioxopyrimidin-4-ones and Hydrazonoyl Chlorides : Synthesis of Novel Stereoisomeric Octahydro[1,2,4]t…

2020

The regioselective synthesis of cis and trans stereoisomers of variously functionalized octahydro[1,2,4]triazolo[4,3-a]quinazolin-5-ones was performed. The 2-thioxopyrimidin-4-ones used in the synthesis reacted with hydrazonoyl chlorides in a regioselective manner to produce the angular regioisomers [1,2,4]triazolo[4,3-a]quinazolin-5-ones rather than the linear isomers [1,2,4]triazolo[4,3-a]quinazolin-5-ones. The synthesis process took place with electronic control. The angular regiochemistry of the products was confirmed by X-ray experiments and two-dimensional NMR studies.

kemiallinen synteesiChemistryisomeriaOrganic ChemistryPharmaceutical ScienceRegioselectivity[124]triazolo[43-a]quinazolin-5-ones[124]triazolo[43-<i>a</i>]quinazolin-5-onesregioselective reactionsMedicinal chemistryAnalytical Chemistrylcsh:QD241-441lcsh:Organic chemistryChemistry (miscellaneous)hydrazonoyl chlorides2-thioxopyrimidin-4-onesDrug DiscoveryStructural isomerMolecular MedicinetyppiyhdisteetPhysical and Theoretical ChemistryCis–trans isomerismorgaaniset yhdisteet
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Sintesi e studi SAR di nuovi derivati 4-NO- e (4-ONNCN)-pirazolici

2011

pirazolicierivati 4-NO- e (4-ONNCN)studi SARSettore CHIM/08 - Chimica Farmaceutica
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1,2,4-OSSADIAZOLI: UTILI SCAFFOLD NEL DESIGN DI NUOVI FARMACI

2021

quinazolinone(di)-acylguanidineneuroprotective agentreduction124-Oxadiazoleantidiabetic agentSARS-CoV2 proteaseSettore CHIM/06 - Chimica Organica
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Synthesis and selected properties of metallo and metal-free 2,3,9,10,16,17,23,24-octacarboxyphthalocyanines

2015

This review article reports methods of synthe sis and selected physicochemical properties of metallo and metal-free 2,3,9,10,16,17,23,24–octacarboxyphthalocyanines. The most frequently used methods of synthesis for this class of co mpounds are described in this article. Moreover, aggregation, catalytic and photocatalytic properties of these complexes are presented. Potential applications of metallo and metal-free 2,3,9,10,16,17,23,24–octacarboxyphthalocyanines are also given.

synthesisabsorption spectraapplicationsChemistry3Organic Chemistryaggregation1724-octacarboxyphthalocyanines16Combinatorial chemistry10Catalysis23catalytic and photocatalytic activitylcsh:QD241-441Metal freelcsh:Organic chemistryPhotocatalysismetallo and metal-free 29ARKIVOC : Archive for Organic Chemistry
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