Fig. 5: Scope of trifluoropropylamines.

1st stage: 1 (0.2–0.3 mmol) added at 0.3 mmol h⁻¹ rate, R¹R²NH (1.0 equiv.), MeCN, c = 0.05 M, −20 °C, 0.16 h mmol⁻¹; 2nd stage: Nu (2.5 equiv.), −20 °C → 25 °C, 16 h. ^aNu = CsF, ^bNu = tetrabutylammonium chloride, ^cNu = tetrabutylammonium bromide, ^dNu = NaI, ^eNu = NaN₃, ^fNu = KCN, ^gNuH was deprotonated previously by 1.0 equiv. NaH in THF, ^hNu = sodium benzoate, ⁱNu = sodium benzenesulfinate, ^j1st stage: 1 (0.2–0.3 mmol) added at 0.3 mmol h⁻¹ rate, R¹R²NH (1.0 equiv.), THF, c = 0.05 M, −55 °C, 0.16 h mmol⁻¹; 2nd stage: 1.1 equiv. NuH, 1.15 equiv. n-BuLi in THF at −78 → 25 °C, 16 h. ^k1st stage: 1 (0.2–0.3 mmol) added at 0.3 mmol h⁻¹ rate, R¹R²NH (1.0 equiv.), MeCN, c = 0.05 M, −20 °C, 0.16 h mmol⁻¹; 2nd stage: 1.2 equiv. indole, 1.2 equiv. Et₂Zn, PhMe, 25 °C, 16 h.