Date of Completion
Dr. Mark W. Peczuh; Dr. William F. Bailey
Field of Study
Master of Science
Organofluorine compounds exhibit biological activity and have advantageous properties for drug design. Natural occurring fluorinated molecules are rare, demanding new synthetic methods for their preparation. A novel route to access trifluoromethyl ketones from Weinreb amide precursors is discussed. This is the first documented method for the use of the Ruppert-Prakash reagent, (trifluoromethyl)trimethylsilane, for the production of trifluoromethyl ketones from amide starting materials. This method is tolerant of aryl and alkyl substrates exhibited by their moderate to excellent yields. A discussion of the unusual reactivity of these amides, their selectivity for mono-trifluoromethylation, and other mono-, and di-fluorination attempts are reported.
Rudzinski, DiAndra M., "Preparation of Organofluorine Compounds: Exploring Mono-, Di-, and Tri-fluorination" (2013). Master's Theses. 380.
Dr. Nicholas E. Leadbeater