Student Scholars & Faculty Mentors
Projects funded by our internal grants program. Search the table to find students or faculty mentors that share in your interests, and could help you achieve your goals in research, creative activity, or service.
Synthetic Studies Toward 3,4-Dihydro-2(1H)-Quinolinone Derivatives
Name: Drager,
Advisor: Steven Kennedy
Department: CHEM
Award: Neimeyer Hodgson
Abstract: Derivatives of 3,4-dihydro-2(1H)-quinolinones are related to riboflavin degradation products, meaning there is expected antimicrobial activity against bacteria strains that lack riboflavin transport mechanisms.3,4-dihydro-2(1H)-quinolinones have proven to exhibitantibacterial activity against Gram-negative pathogens such as Salmonellaand Escherichia coli.This project aims to explore the scope and limitations ofsyntheticroutestoward novel3,4-dihydro-2(1H)-quinolinonederivatives.The resulting derivatives will then be evaluated for use in future reactions such as Nitration, Bromination, or Ullmann amination. The previously listed reaction pathways may provide access to intermediates with increased molecular complexity or biological activity. Ourprevious work has shown that 4,4-dimethyl-3,4-dihydroquinolin-2(1H)-one can arise fromN-(4-methylphenyl)-3-methyl-2-butenamide,viaa Lewis acid catalyzed cyclization.The next step will bethe synthesis8-nitro-3,4-dihydro-4,4-dimethyl-2(1H)-Quinolinone. This productwould be the result of 3,4-dihydro-4,4-dimethyl-2(1H)-Quinolinoneundergoing nitration.The next future step for this project would then be a reduction step in order to reduce the nitro and the amide group.