Palladium-Catalyzed Functionalization of 4-Alkylpyridines: Pyridlyic Dehydrogenation & Mechanistic Investigation of Pyridylic Allylation

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dc.contributor.advisorGarcia, Josue Arturo Orellana
dc.contributor.authorWasfy, Nour Moataz Ahmed F.
dc.date.accessioned2021-03-08T17:15:46Z
dc.date.available2021-03-08T17:15:46Z
dc.date.copyright2020-07
dc.date.issued2021-03-08
dc.date.updated2021-03-08T17:15:46Z
dc.degree.disciplineChemistry
dc.degree.levelMaster's
dc.degree.nameMSc - Master of Science
dc.description.abstractPyridines are important frameworks in drug development, valued for their ubiquitous presence in biologically active compounds. As such, we have taken a keen interest in developing mild methods for pyridylic functionalization suited for drug discovery. By implementing a soft enolization approach we are able to effect pyridylic functionalization under mild conditions not achieved by traditional pyridylic activation strategies. Employing alkylidene dihydropyridines (ADHPs) as intermediates in palladium-catalysis, the group developed a mild and practical pyridylic allylation method with broad functional group tolerance. In this report, we extend this reactivity to induce pyridylic dehydrogenation as a direct and reliable approach to accessing 4-alkenyl pyridines. Additionally, we detail mechanistic investigation of the allylation analogue conducted to aid our efforts in achieving an enantioselective variant of the transformation.
dc.identifier.urihttp://hdl.handle.net/10315/38142
dc.languageen
dc.rightsAuthor owns copyright, except where explicitly noted. Please contact the author directly with licensing requests.
dc.subjectInorganic chemistry
dc.subject.keywordsPyridylic Allylation
dc.subject.keywordsPyridylic Dehydrogenation
dc.subject.keywordsHeterocyclic Oxidation
dc.subject.keywordsPalladium-Catalyzed Decarboxylative Coupling
dc.titlePalladium-Catalyzed Functionalization of 4-Alkylpyridines: Pyridlyic Dehydrogenation & Mechanistic Investigation of Pyridylic Allylation
dc.typeElectronic Thesis or Dissertation

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