HCID 178463811, compound → HCID 178463793, compound

Temperature

50 °C

Following general procedure F using 14 (61.8 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 1.2:1 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 1.2:1 mixture of meta:para ratio, as determined by 1 H NMR) as a colourless oil (124 mg).  A small amount of B2Pin2 impurity was found to be inseparable from the final product on silica. Corrected yield ‐ 101 mg, 0.22 mmol, 89%

ORD record

ord-ecb4f903a21a493d8f245b473c408e9c

Source dataset

Borylation dataset from Roche

DOI

10.1002/anie.201708967