HCID 4271591, compound → HCID 178447270, compound

Participants

Reaction Conditions

Reaction Steps

Following general procedure F using N‐(2‐(trifluoromethyl)benzyl)pivalamide (64.8 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 wasstirred 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 3.8:1 meta:para borylation in 91% yield. The crude product was purified by silica gel chromatography (Pet. Ether (40‐ 60):EtOAc (19:1‐6:4) to give the title compound (as a 3.0:1 mixture of meta:para ratio as determined by 1 H NMR) as a white solid (69.1 mg, 0.18 mmol, 72%). Using a combination of 2D NMR analysis the meta and para isomers are described:

Provenance & Evidence