Table 3: Scope of Gem-difluoroalkene Electrophiles.

[a] Standard conditions: 8a–r (1.0 equiv., 0.50 mmol), 5c (5.0 equiv., 2.5 mmol), TBD (0.50 equiv., 0.25 mmol), DCB (0.50 M, 1.0 mL), 140 °C, for 24 h under an N₂ atmosphere. The selectivity of 9:10 was determined by ¹⁹F NMR analysis of the crude reaction mixture using TFT (50 μL) as a standard and is reported in parentheses. Yields are reported as the isolated yield of >95% pure material and represent the average of 2 runs. [b] Standard conditions: 8a–r (1.0 equiv., 0.50 mmol), 5c (3.0 equiv., 1.5 mmol), TBD (0.50 equiv., 0.25 mmol), DCB (0.45 M, 0.90 mL), H₂O (0.05 M, 0.10 mL), 140 °C, for 24 h under an N₂ atmosphere. The selectivity of 9:10 was determined by ¹⁹F NMR analysis of the crude reaction mixture using TFT (50 μL) as a standard and is reported in parentheses. Yields are reported as the isolated yield of >95% pure material and represent the average of 2 runs. [c] 4-Bromophenol used as the nucleophile. [d] Yield is reported from ¹⁹F analysis of the crude reaction mixture. [e] Second run used 0.40 mmol of 8q. [f] Second run used 0.30 mmol of 8r.