HCID 178453188, compound → HCID 178453130, compound

Participants

Reaction Conditions

Reaction Steps

Following general procedure F using 4c (72.3 mg, 0.25 mmol), B2pin2 (127 mg, 0.50 mmol), [Ir(COD)OMe]2 (2.5 mg, 0.00375 mmol) and dtbpy (2.0 mg, 0.0075 mmol) in THF (1.25 mL). Stirred in vial at 50 °C for 20 hours. Analysis of crude 1 H NMR using internal standard 1,2‐dimethoxyethane showed 1.4:1 meta:para borylation in 99% yield. The crude product was purified by silica gel chromatography (10% EtOAc in Petroleum Ether 40‐60 o C) gave the title compound (as a 1.3:1 mixture of meta:para ratio, as determined by 1 H NMR) as a white solid (94 mg, 0.23 mmol, 90%). By subtracting the resonances for the meta isomer, the NMR data of the para isomer can be assigned as follows:

Provenance & Evidence