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Amidinate Salt of Hexafluoroacetone Hydrate for the Preparation of Fluorinated Compounds by the Release of Trifluoroacetate

Mark V. Riofski, Allison D. Hart and David A. Colby*

*Department of Medicinal Chemistry and Molecular Pharmacology and Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, United States, Email: dcolbypurdue.edu

M. V. Riofski, A. D. Hart, D. A. Colby, Org. Lett., 2013, 15, 208-211.

DOI: 10.1021/ol303291x (free Supporting Information)


Abstract

An amidinate salt of hexafluoroacetone hydrate is a powerful and air-stable reagent for the preparation of fluorinated organic molecules. 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.

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Key Words

Trifluoromethylation


ID: J54-Y2013-0110