0000000000014464

AUTHOR

Nicola Otto

showing 6 related works from this author

A Modular Access to (±)-Tubocurine and (±)-Curine - Formal Total Synthesis of Tubocurarine.

2017

Two consecutive Cu-catalyzed Ullmann-type C–O couplings permitted the first successful entry toward the curare alkaloids (±)-tubocurine and (±)-curine. Starting from vanillin, the synthetic sequence comprises 15 linear steps and includes a total of 24 transformations. In addition, the total synthesis of tubocurine represents a formal total synthesis of the famous arrow poison alkaloid tubocurarine.

Molecular Structure010405 organic chemistryStereochemistryChemistryAlkaloidOrganic ChemistryCurare alkaloidsChemistry OrganicTotal synthesisTubocurarine010402 general chemistryIsoquinolines01 natural sciencesCatalysis0104 chemical sciencesTubocurineBenzaldehydesCopperThe Journal of organic chemistry
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ChemInform Abstract: α-Cyanation of Aromatic Tertiary Amines Using Ferricyanide as a Non-Toxic Cyanide Source.

2016

Aromatic tertiary amines, mostly isoquinoline derivatives and analogous N-heterocycles, are treated with the non-toxic agent (II) under conditions A) or B) to produce the desired N-aminonitrile compounds as amino acid precursors and as building blocks of complex nitrogen heterocycles.

chemistry.chemical_classificationchemistry.chemical_compoundchemistryCyanideOrganic chemistrychemistry.chemical_elementGeneral MedicineFerricyanideIsoquinolineCyanationNitrogenAmino acidChemInform
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ChemInform Abstract: Heterocycles from α-Aminonitriles

2014

Owing to their various modes of reactivity, α-aminonitriles represent versatile building blocks for the construction of a wide range of nitrogen heterocycles. The present Concept article focuses on synthetic methodologies using their bifunctional nature which is the basis of their reactivity as α-amino carbanions and as iminium ions. Reactions exclusively taking place on either the amine or on the nitrile moiety will not be considered.

chemistry.chemical_compoundchemistryNitrileMoietyIminiumReactivity (chemistry)Amine gas treatingGeneral MedicineBifunctionalCombinatorial chemistryCarbanionChemInform
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Screening of ligands for the Ullmann synthesis of electron-rich diaryl ethers

2012

In the search for new ligands for the Ullmann diaryl ether synthesis, permitting the coupling of electron-rich aryl bromides at relatively low temperatures, 56 structurally diverse multidentate ligands were screened in a model system that uses copper iodide in acetonitrile with potassium phosphate as the base. The ligands differed largely in their performance, but no privileged structural class could be identified.

chemistry.chemical_classificationC–O bond formationDenticityBase (chemistry)catalysisArylOrganic Chemistrynucleophilic aromatic substitutiondiaryl ethersUllmann-type couplingCombinatorial chemistryFull Research PaperCatalysislcsh:QD241-441Chemistrychemistry.chemical_compoundchemistrylcsh:Organic chemistryNucleophilic aromatic substitutionPotassium phosphateOrganic chemistrylcsh:QAcetonitrilelcsh:ScienceCopper iodideBeilstein Journal of Organic Chemistry
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Heterocycles from α-aminonitriles.

2014

Owing to their various modes of reactivity, α-aminonitriles represent versatile building blocks for the construction of a wide range of nitrogen heterocycles. The present Concept article focuses on synthetic methodologies using their bifunctional nature which is the basis of their reactivity as α-amino carbanions and as iminium ions. Reactions exclusively taking place on either the amine or on the nitrile moiety will not be considered.

NitrileAlkylationCycloaddition ReactionNitrogenOrganic ChemistryIminiumStereoisomerismGeneral ChemistryCarbonCatalysischemistry.chemical_compoundchemistryHeterocyclic CompoundsNitrilesOrganic chemistryMoietyAmine gas treatingReactivity (chemistry)IminesBifunctionalCarbanionChemistry (Weinheim an der Bergstrasse, Germany)
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Whole-body pharmacokinetics of HDAC inhibitor drugs, butyric acid, valproic acid and 4-phenylbutyric acid measured with carbon-11 labeled analogs by …

2013

The fatty acids, n-butyric acid (BA), 4-phenylbutyric acid (PBA) and valproic acid (VPA, 2-propylpentanoic acid) have been used for many years in the treatment of a variety of CNS and peripheral organ diseases including cancer. New information that these drugs alter epigenetic processes through their inhibition of histone deacetylases (HDACs) has renewed interest in their biodistribution and pharmacokinetics and the relationship of these properties to their therapeutic and side effect profiles. In order to determine the pharmacokinetics and biodistribution of these drugs in primates, we synthesized their carbon-11 labeled analogues and performed dynamic positron emission tomography (PET) in…

Cancer ResearchBiodistributionSide effectPharmacologyPhenylbutyrateArticleButyric acidchemistry.chemical_compoundPharmacokineticsmedicineAnimalsRadiology Nuclear Medicine and imagingTissue DistributionCarbon RadioisotopesValproic AcidRadiochemistryValproic AcidBrainLipid metabolismBlood ProteinsBlood proteinsPhenylbutyratesHistone Deacetylase InhibitorschemistryIsotope LabelingPositron-Emission TomographyMolecular MedicineButyric AcidFemalemedicine.drugPapio
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