Fig. 2: Optimization of reaction conditions.
From: Ligand-controlled regiodivergent and enantioselective C–H cyanation of secondary amines
[a]Condition A: 1a (26.9 mg, 0.1 mmol), TMSCN (29.7 mg, 0.3 mmol), Cu(CH3CN)4BF4 (1.6 mg, 5 mol%), L (12 mol%), DCM (2 mL), N2, rt, 0.5 h; [b]Condition B: 1a (26.9 mg, 0.1 mmol), TMSCN (29.7 mg, 0.3 mmol), CuSCN (0.36 mg, 3 mol%), L* (7.5 mol%), CH3CN (2 mL), N2, rt, 0.5 h; [c]Isolation yield is in parentheses. The yields and regioselectivity ratios (rr, 2a/3a) were determined by GC-MS using dodecane as internal standard, and the enantiomeric ratios (er) were determined by HPLC analysis. A Ligand screening for α’/β-regioselective cyanation; B Optimization of other parameters for α’-regioselective and β-enantioselective cyanation; C Ligand screening for β-enantioselective cyanation.
