Copper-Catalyzed Fluoroalkylphosphorothiolation of Alkynes for the Synthesis of ( E )-β-Fluoroalkyl Vinyl Phosphorothioates.

A convenient copper-catalyzed three-component radical-based fluoroalkylphosphorothiolation of terminal alkynes with ( i PrO) 2 P(O)SH and fluoroalkylation reagent for the synthesis of a variety of ( E )-β-fluoroalkyl vinyl phosphorothioates with excellent regioselectivity and stereoselectivity has been developed. All the starting materials used in this reaction are highly stable and readily available. Thus, this process features with mild reaction conditions, simple operation and good functional group tolerance (>40 examples). Furthermore, this modular reaction system allows the late-stage functionalization of bioactive molecules.