Boronic acid, [3-(1-naphthalenyl)phenyl]-

Uses

Synthesis

90-11-9

4612-28-6

881913-20-8

General procedure for the synthesis of 3-(1-naphthyl)benzeneboronic acid from 1-bromonaphthalene and 1,3-phenylenediboronic acid: 1,3-phenylenediboronic acid (1.99 g, 12 mmol), 1-bromonaphthalene (2.07 g, 10 mmol), tetrakis(triphenylphosphine)palladium (0.58 g, 0.5 mmol) and potassium carbonate (4.15 g, 30 mmol) were dissolved in 100 mL of a THF:H2O (2:1) mixed solvent. The reaction was stirred at reflux for 2 h at 80 °C. After completion of the reaction, the organic layer was separated and extracted three times with ether (40 mL) and the organic phases were combined. The organic phase was dried with magnesium sulfate, filtered and the solvent was evaporated. The residue was purified by silica gel column chromatography to afford intermediate D-2 (1.74 g, 70% yield).

References