HCID 63789239, compound → HCID 178453018, compound

Participants

Reaction Conditions

Reaction Steps

Following general procedure F using tert‐butyl (2‐(trifluoromethyl)benzyl)carbamate (68.8 mg, 0.25 mmol), B2pin2 (95 mg, 0.375 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 solvents removed. Analysis of crude 1 H NMR using internal standard 1,2‐dimethoxyethane showed 2.8:1 meta:para borylation in 100% yield. The crude product was purified by silica gel chromatography (Pet. Ether (40‐60):EtOAc (19:1) to give the title compound (as a 2.3:1 mixture of meta:para ratio as determined by 1 H NMR) as a white solid (80.4 mg, 0.20 mmol, 80%). Using a combination of 2D NMR analysis the meta and para isomers are described:

Provenance & Evidence