Garcia, Josue Arturo OrellanaWasfy, Nour Moataz Ahmed F.2021-03-082021-03-082020-072021-03-08http://hdl.handle.net/10315/38142Pyridines 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.Author owns copyright, except where explicitly noted. Please contact the author directly with licensing requests.Inorganic chemistryElectronic Thesis or Dissertation2021-03-08Pyridylic AllylationPyridylic DehydrogenationHeterocyclic OxidationPalladium-Catalyzed Decarboxylative Coupling