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Designer HF-Based Fluorination Reagent: Highly Regioselective Synthesis of Fluoroalkenes and gem-Difluoromethylene Compounds from Alkynes

Otome E. Okoromoba, Junbin Han, Gerald B. Hammond* and Bo Xu*

*Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, United States, Email:,

O. E. Okoromoba, J. Han, G. B. Hammond, B. Xu, J. Am. Chem. Soc., 2014, 136, 14381-14384.

DOI: 10.1021/ja508369z

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The nucleophilic fluorination reagent DMPU/HF offers high acidity and is compatible with cationic metal catalysts. Gold-catalyzed mono- and dihydrofluorination of alkynes using this stable complex yields synthetically important fluoroalkenes and gem-difluoromethlylene compounds regioselectively.

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Key Words

fluoroalkenes, 1,1-difluoroalkanes

ID: J48-Y2014