HCID 178523282, compound → HCID 178431052, compound

Participants

Reaction Conditions

Reaction Steps

Following general procedure F using 2,2,2‐trifluoro‐N‐(3‐(2‐(trifluoromethyl)phenyl)propyl)acetamide (74.8 mg, 0.25 mmol), B2pin2 (127 mg, 0.50 mmol), [Ir(COD)OMe]2 (2.5 mg, 0.00375 mmol) and 1A (3.8 mg, 0.0075 mmol) in THF (1.25 mL). The reaction was stirred at 50 °C for 20 hours before cooling and the solventsremoved. Analysis of crude 1 H NMR using internalstandard 1,2‐dimethoxyethane showed 19.5:1 meta:para borylation in 97% yield. The crude product was purified by silica gel chromatography (Pet. Ether (40‐60):EtOAc (19:1) to give the title compound (as a 19:1 mixture of meta:para ratio, as determined by 1 H NMR) as a white solid (103.5 mg,  0.24 mmol, 97%).

Provenance & Evidence