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The copper-catalyzed radical bis(trifluoromethylation) of alkynes and 1,3-enynes is described. With Cu(CH3CN)4BF4 as the catalyst, the reaction of arylalkynes with Togni reagent II and (bpy)Zn(CF3)2at room temperature affords the corresponding… Click to show full abstract
The copper-catalyzed radical bis(trifluoromethylation) of alkynes and 1,3-enynes is described. With Cu(CH3CN)4BF4 as the catalyst, the reaction of arylalkynes with Togni reagent II and (bpy)Zn(CF3)2at room temperature affords the corresponding 1,2-bis(trifluoromethylated) alkenes in good yields with excellent E-stereoselectivity. Under similar conditions, the reaction of 1,3-enynes provides the corresponding 1,4-bis(trifluoromethylated) allenes exclusively in satisfactory yields. The protocol exhibits broad substrate scope and excellent functional group compatibility.
Journal Title: Synlett
Year Published: 2019
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