Sustainable Synthesis of 4-acylpyridines through air oxidation of dearomatized 4-alkylpyridines

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dc.contributor.advisorOrellana, Arturo
dc.contributor.authorPuzhitsky, Matthew
dc.date.accessioned2023-12-08T14:43:25Z
dc.date.available2023-12-08T14:43:25Z
dc.date.issued2023-12-08
dc.date.updated2023-12-08T14:43:24Z
dc.degree.disciplineChemistry
dc.degree.levelMaster's
dc.degree.nameMSc - Master of Science
dc.description.abstractNitrogen containing heterocycles such as pyridines are a frequently encountered motif found in small molecule drugs approved by the FDA. Due to their prevalence in the pharmaceutical industry, green and effective synthetic routes towards these molecules are appealing. We detail a novel synthetic route towards 4-acypyridines via the ambient oxidation of alkylidene dihydropyridines (ADHPs). We then establish the robust and chemoselective nature of this oxidation by exploring substrates with various functional groups and multiple pyridylic sites. Finally, a series of time-course NMR studies reveal how to manipulate the stability of ADHPs by varying the nature of the chloroformate used to make these conjugated intermediates.
dc.identifier.urihttps://hdl.handle.net/10315/41744
dc.languageen
dc.rightsAuthor owns copyright, except where explicitly noted. Please contact the author directly with licensing requests.
dc.subjectOrganic chemistry
dc.subject.keywordsChemistry
dc.subject.keywordsOrganic chemistry
dc.subject.keywordsOrganic synthesis
dc.subject.keywordsMedicinal chemistry
dc.subject.keywordsPharmaceutical chemistry
dc.subject.keywordsSynthetic organic chemistry
dc.titleSustainable Synthesis of 4-acylpyridines through air oxidation of dearomatized 4-alkylpyridines
dc.typeElectronic Thesis or Dissertation

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