MS Pharmaceutical Sciences
Chemistry and Biochemistry
College of Science & Mathematics
nitriles, nitrones, synthesis, reaction pathways
Nitrogen is found in virtually all valuable chemical compounds. The abundance of atmospheric nitrogen however, is rendered inaccessible because of the strong N-N triple bond, ultimately preventing its practical utilization in synthetic organic synthesis. The development of powerful nitrogen transfer reagents, such as substituted hydroxylamine derivatives, have played an important role in the introduction of nitrogen into valuable chemical scaffolding.
Herein is reported the methodological development of synthetic nitrogen placement into a range of valuable heteroatomic compounds. This work shows that O-Substituted Hydroxylamine can be used to furnish small heteroatomic compounds, particularly nitriles. Whereas, N-Substituted Hydroxylamine can be employed to access both 3- and 5- membered heterocycles. These works highlight the value of substituted hydroxylamines for their nitrogen transfer capability but also for their ability to afford rapid structural complexity.
Quinn, Dylan John, "Substituted hydroxylamines as nitrogen transfer reagents: direct synthetic pathways to structurally rich heteroatomic scaffolds" (2017). Theses and Dissertations. 2482.