Date

2017

Major

Chemistry (B.S.)

Document Type and Release Option

Thesis (open access)

Faculty Mentor

Dr. Abid Shaikh

Abstract

Over the past decade, synthesis of organofluorine compounds has become a mainstream research focus. The introduction of fluorine uniquely affects the biological properties of organic molecules such as making them more bioavailable, lipophilic and metabolically stable, and possibly increase the strength of a compound’s interactions with a target protein. Approximately 30% of agrochemicals and 20% of pharmaceuticals contain fluorine, including commonly prescribed drugs such as Lipitor, Lexapro and Prozac. This work describes the development of a new methodology to incorporate fluorine into organic compounds. Our new method involves a regioselective electrochemical 5,8-difluorination of quinolines using HF:pyridine as both the reagent and supporting electrolyte. Various quinoline derivatives were subjected to electrolytic fluorination at room temperature to obtain moderate to good yields in a short reaction time of two hours.

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