Date of Graduation
5-2024
Document Type
Dissertation
Degree Name
Doctor of Philosophy in Chemistry (PhD)
Degree Level
Graduate
Department
Chemistry & Biochemistry
Advisor/Mentor
Matthias McIntosh
Committee Member
Nan Zheng
Second Committee Member
Stefan Kilyanek
Third Committee Member
Feng Wang
Keywords
breslow; Organic; pyridine; radical
Abstract
The Breslow intermediate is a key intermediate in catalytic transformations like the benzoin condensation and Stetter reaction. These intermediates were first postulated by Ronald Breslow in 1958. Since then, a number of researchers have sought to prove their existence and expand upon the reactions possible using these intermediates. In the sixty plus years since this intermediate was first postulated the reaction scope has expanded significantly, Breslow and breslow-type intermediates have expanded to encompass benzothiazoles, imidazoles, benzoimidazoles, triazoles, thiadiazoles, diamino type structures, and most recently pyridine structures. The expansion of these reactions has opened up new avenues of exploration and previously unattainable structures. This work describes that expansion and details the types of reactions now available using the Breslow intermediate.
Citation
Simpson, J. (2024). Investigations into the Expansion of Breslow-Type Intermediate Reactivity via Radical C-N Bond Homolysis. Graduate Theses and Dissertations Retrieved from https://scholarworks.uark.edu/etd/5282