Reactions of 1, 1, 2, 2-tetrafluoroethyl-N, N-dimethylamine with linear and cyclic 1, 3-diketones

…, GA Halliday, CP Junk, SR Lustig, WJ Marshall…

Index: Grieco, Liane M.; Halliday, Gary A.; Junk, Christopher P.; Lustig, Steven R.; Marshall, William J.; Petrov, Viacheslav A. Journal of Fluorine Chemistry, 2011 , vol. 132, # 12 p. 1198 - 1206

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Citation Number: 6

Abstract

Ketones are known to be unreactive toward α-fluoroamines such as Ishikawa's Reagent or 1, 1, 2, 2-tetrafluoroethyl-N, N-dimethylamine (TFEDMA). On the other hand, 1, 3-diketones were found to undergo fluorination with TFEDMA. In the case of linear 1, 3-diketones, the proposed mechanism involves the formation of β-fluoro-α, β-unsaturated ketones followed by the addition of HF to selectively give the product β, β-difluoroketone. Interestingly, when ...