Domino C–F Bond Activation of the CF3 Group: Synthesis of Fluorinated Dibenzo[a,c][7]annulenes from 2-(Trifluoromethyl)-1-alkenes and 2,2′-Diceriobiaryls

The construction of ring-fluorinated seven-membered carbocycles was readily achieved via the domino S_N2'-type/S_NV reaction between 2-(trifluoromethyl)-1-alkenes and 1,4-carbodianions. The S_N2'-type reaction of 2-(trifluoromethyl)-1-alkenes with 2,2'-diceriobiaryls generated the intermediary 1,1-difluoro-1-alkenes bearing a monoceriobiaryl moiety, which in turn underwent intramolecular S_NV reaction to afford fluorinated 5H-dibenzo[a,c][7]annulenes.