HCID 18414304, compound → HCID 145913781, compound

Temperature

50 °C

Following general procedure F using 4a (71.3 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). Stirred in vial at 50 °C for 20 hours. Analysis of crude 1 H NMR using internal standard 1,2‐dimethoxyethane showed 18.4:1 meta:para borylation in 83% yield. The crude product was purified by silica gel chromatography (10% EtOAc in Petroleum Ether 40‐60 o C) to give the title compound (as a 19.1:1 mixture of meta:para ratio, as determined by 1 H NMR) as a white solid (94 mg). A small amount of B2Pin2 impurity wasfound to be inseparable from the final product on silica. Corrected yield ‐  89 mg, 0.22 mmol, 86%.

ORD record

ord-dc96ffa39490481aa73cc40f98393e0f

Source dataset

Borylation dataset from Roche

DOI

10.1002/anie.201708967