Copper-Catalyzed Cross-Coupling of Bicyclobutanes with Triftosylhydrazone Leading to Skipped Dienes

Here, we report a protocol for the synthesis of skipped dienes through the cross-coupling of bicyclo[1.1.0]butanes with trifluoromethyl triftosylhydrazones. The reaction is run using TpBr3Cu(NCMe) as a catalyst to give access to a library of trifluoromethylated skipped dienes (32 examples, ≤98% yield) with excellent E/Z selectivity under mild and operationally safe conditions. The presented methods proved to be compatible with various functionalized bicyclo[1.1.0]butanes and triftosylhydrazones.