Date of Award
Summer 7-16-2025
Document Type
Thesis - Restricted
Degree Name
Master of Science (MS)
Department
Chemistry
First Advisor
Joseph Clark
Second Advisor
Dian Wang
Third Advisor
Nicholas Rieter
Abstract
Selective deuterium installation into small molecules has recently become increasingly desirable not only for the elucidation of mechanistic pathways and study of biological processes, but it may also favorably adjust the pharmacokinetic parameters of bioactive molecules. Copper- catalyzed transfer hydrodeuteration has emerged as a powerful method for the selective incorporation of deuterium into small molecules, including those which show bioactivities. Fused bicyclic moieties, especially those containing heteroatoms, often show various beneficial bioactivities and are prevalent in pharmaceuticals. Enclosed is research concerning the transfer hydrodeuteration of various bicyclic scaffolds, including chromenes, quinolinones, and dihydronapthalenes, for the installation of precisely one deuterium atom at the metabolically labile benzylic site, homobenzylic site, or both simultaneously.