HCID 14511476, compound → HCID 178431010, compound

Participants

Reaction Conditions

Reaction Steps

Following general procedure F using N‐(2,3‐dihydro‐1H‐inden‐1‐yl)‐2,2,2‐trifluoroacetamide (11a) (57.3 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 solventsremoved. Analysis of crude 1 H NMR using internalstandard 1,2‐dimethoxyethane showed 11:18:20:30* dimeta:meta1:meta2:para borylation in 79% yield. The crude product was purified by silica gel chromatography (Pet. Ether (40‐60):EtOAc (19:1‐9:1) to give the title compound in 2 fractions: as pale brown oil containing the meta 2 product and SM in a 3:1 ratio, and as a colourless oil containing the dimeta, meta 1 and para products in a 1:2:2.8 ratio. NMR yields have been used for clarity.

Provenance & Evidence