Journal of Chemistry / 2020 / Article / Tab 1

Research Article

Synthesis of Phenols via Metal-Free Hydroxylation of Aryl Boronic Acids with Aqueous TBHP

Table 1

Solvent study: hydroxylation of phenylboronic acida.

EntrySolventTemp. (°C)Time (h)Yield (%)b,c

1THF01NR
2THF251Trace
3THF : H2O25122
4CH3CN : H2O25310
5DMF : H2O703>5d
6THF : H2O50325
7H2O25118
8H2O70347

aReaction conditions: phenylboronic acid (1 mmol), aqueous TBHP (1 mmol), Cs2CO3 (0.5 mmol), and solvent stirred at designated temperature and time; bisolated yield; cproducts were characterized by MP, FTIR, and 1H- and 13C-NMR; dtraces of the product when CH3CN and pyridine solvents were used.

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