Table 1. Palladium-catalyzed cross-couplings of α-trifluoromethyl-β-silyl alcohols.

^aReaction conditions: Pd(OAc)₂ (1 mol%), RuPhos (3 mol%), organotrifluoroborate (1.1 equiv.), Na₂CO₃ (2 equiv.), EtOH (0.18 M), 85 °C, 24 h.

^bReaction conditions: XPhos Pd G2 (3 mol%), organotrifluoroborate (1.2 equiv.), K₂CO₃ (3 equiv.), 10 : 1 CPME/H₂O (0.25 M), 100 °C, 24 h.

^cReaction conditions: Pd(OAc)₂ (5 mol%), QPhos (12 mol%), organotrifluoroborate (1.1 equiv.), K₂CO₃ (2 equiv.), 2 : 1 dioxane/H₂O (0.25 M), 85 °C, 24 h.

^dReaction conditions: XPhos Pd G2 (2 mol%), aniline (3 equiv.), Cs₂CO₃ (1.4 equiv.), PhMe (0.5 M), 100 °C, 24 h.

^eReaction conditions: XPhos Pd G2 (2 mol%), morpholine (3 equiv.), Cs₂CO₃ (2.5 equiv.), 5 : 1 PhMe/tBuOH (0.42 M), 80 °C, 12.5 h.

^fReaction conditions: XPhos Pd G2 (2 mol%), B₂pin₂ (3 equiv.), KOAc (3 equiv.), dioxane (0.5 M), 110 °C, 2 h.

^gReaction conditions: XPhos Pd G2 (0.5 mol%), XPhos (1 mol%), BBA (3 equiv.), KOAc (3 equiv.), EtOH (0.1 M), 80 °C then KHF₂ (6.75 equiv.), MeOH (0.1 M).