2,3-Dihydrobenzo[g]quinolin-4(1H)-one → HCID 178516364, compound

Participants

Reaction Steps

To 500 mg of 2,3-Dihydrobenzo[g]quinolin-4(IH)-one (1, 2.53 mmol) in 25 mL of dry tetrahydrofuran (0.25 M) under a nitrogen atmosphere was added 1.76 g manganese(IV) oxide (8 equivalents). The reaction mixture was heated to reflux and monitored by TLC until completion. The crude reaction mixture was filtered through a celite plug using 5% methanol in methylene chloride to afford 445 mg of relatively clean benzo[g]quinolin-4-ol (6) in 90% yield. Subsequently, the phenol was directly subjected to the halogenation conditions without further purification.

Provenance & Evidence