title: Amidinate salt of hexafluoroacetone hydrate for the preparation of fluorinated compounds by the release of trifluoroacetate.
abstract: A powerful, new reagent, an amidinate salt of hexafluoroacetone hydrate, is an air-stable salt that can be used for the preparation of fluorinated organic molecules. Nucleophilic trifluoromethylation reactions are demonstrated following the base-promoted release of trifluoroacetate. This reagent is soluble in many polar organic solvents and produces fluoroform, following the release of trifluoroacetate. Reactions with this reagent and common electrophiles provide excellent yields of trifluoromethylated products.
authors.affiliation: Department of Medicinal Chemistry and Molecular Pharmacology, Purdue University, West Lafayette, Indiana 47907, USA.
authors.forename: Mark V
authors.initials: MV
authors.lastname: Riofski
authors.forename: Allison D
authors.initials: AD
authors.lastname: Hart
authors.forename: David A
authors.initials: DA
authors.lastname: Colby
mesh_terms: D000096:Acetone / Q000031:analogs & derivatives* / Q000737:chemistry; D000578:Amidines / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D005466:Fluorocarbons / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure; D012492:Salts; D014269:Trifluoroacetic Acid / Q000737:chemistry*
chemical_list: D000578:Amidines; D005466:Fluorocarbons; D006845:Hydrocarbons, Fluorinated; D007202:Indicators and Reagents; D012492:Salts; D000096:Acetone; C017366:hexafluoroacetone; D014269:Trifluoroacetic Acid