Honors Theses
Date of Award
Spring 5-9-2020
Document Type
Undergraduate Thesis
Department
Chemistry and Biochemistry
First Advisor
Sudeshna Roy
Second Advisor
Jared Delcamp
Third Advisor
Douglass Sullivan-González
Relational Format
Dissertation/Thesis
Abstract
Pyrazole-based pharmaceuticals treat a wide array of diseases and conditions including obesity, diabetes, cancer, microbial and viral infections, pain and inflammation, and many neurological disorders. Syntheses for this biologically significant substrate have been well developed, but current methods to afford fluorinated pyrazoles are limited by variability and selectivity. By 2013, over 25% of all drugs available on the market contained the element fluorine due to its unique characteristics leading to improved target protein binding, bioavailability, and metabolic stability. In order to harness these pharmaceutical benefits of fluorine and overcome its difficulty in handling and stability, we set out to develop new synthetic methods to afford fluorinated pyrazoles via intra- and intermolecular cyclization reactions. In this work, we demonstrate the utility of alpha-fluoronitroalkenes in regioselective intermolecular cyclization to afford 4-fluoropyrazoles.
Recommended Citation
Saucier, Matthew, "Synthesis of Fluorinated Pyrazoles via Intra- and Intermolecular Cyclization Reactions" (2020). Honors Theses. 1313.
https://egrove.olemiss.edu/hon_thesis/1313
Accessibility Status
Searchable text
Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-No Derivative Works 4.0 International License.
Included in
Heterocyclic Compounds Commons, Medicinal and Pharmaceutical Chemistry Commons, Organic Chemistry Commons