Gold catalyzed hydrofluorination of propargyl alcohols promoted by fluorine-hydrogen bonding.

The hydroxyl group was discovered to promote gold catalyzed hydrofluorination of alkynes via hydrogen bonding interaction. Based on this strategy, propargyl alcohols could be hydrofluorinated smoothly using Et 3 N·3HF under acidic additive-free conditions, which provided a straightforward alternative protocol for the synthesis of 3-fluoroallyl alcohols.