Research Article

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

Table 3

Substrate scope for the direct hydroxylation of aryl boronic acidsa.

EntrySubstrateProductYield (%)b,c

192
290
393
487
592
690
785
889
960
1095
1147
12ndd
1310e

aReaction conditions: aryl boronic acid (1 mmol), aqueous TBHP (2 mmol), TBHP (2 mmol), KOtBu (1 mmol), and H2O (1 mL), 50°C; bisolated yield; cproducts were characterized by MP, FTIR, and 1H- and 13C-NMR; dthe desired product was not isolated; eCharacterized by FTIR.