Fig. 4: Scope of nucleophilesa.
From: Electro-oxidative amination of benzylic C(sp³)–C(sp³) bonds in aromatic hydrocarbons

aReaction conditions: For 66–70 and 75–80: S1 (0.3 mmol), Et4NBF4 (0.2 M), corresponding nitrile solvent (3 mL) or acid solvent (3 mL), HFIP (1.0 mL), MeSO3H (0.1 mL), graphite felt (2 mm) anode, Pt cathode at rt, in an undivided cell with constant voltage (2.4 V), under air atmosphere. Isolated yield. bReactions performed with 3.6 mmol nucleophile (71: MsNH2, 72: EtSO2NH2, 73: 2-oxazolidone, 74: urethane) in 3 mL DCM. c0.8 mL TFA was used. dGraphite felt (6.5 mm) was used as anode. e0.1 mmol of substrate. HFIP 1, 1, 1, 3, 3, 3-hexafluoro-2-propanol, TFA trifluoroacetic acid, DCM dichloromethane, Ac acetyl, Ms methanesulfonyl, nPr n-propyl.