Widely Applicable Hydrofluorination of Alkenes via Bifunctional Activation of Hydrogen Fluoride
Zhichao Lu1, Xiaojun Zeng2, Gerald B Hammond1
1Department of Chemistry, University of Louisville , Louisville, Kentucky 40292, United States.
Abstract:
Expanding the use of fluorine in pharmaceuticals, agrochemicals and materials requires a widely applicable and more efficient protocol for the preparation of fluorinated compounds. We have developed a new generation nucleophilic fluorination reagent, KHSO4-13HF, HF 68 wt/wt %, that is not only easily handled and inexpensive but also capable of hydrofluorinating diverse, highly functionalized alkenes, including natural products. The high efficiency observed in this reaction hinges on the activation of HF using a highly "acidic" hydrogen bond acceptor.
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