Table 4: Scope of Heteroaryl Gem-Difluoroalkene Electrophiles.

[a] Standard conditions a: 11a–e (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 12:13 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 b: 11a–e (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 (0.050 M, 0.10 mL), 140 °C, for 24 h under an N₂ atmosphere. The selectivity of 12:13 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 b: 11a–e (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 (0.050 M, 0.10 mL), 140 °C, for 24 h under an N2 atmosphere. The selectivity of 12:13 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.