Acridan → N-[4-(Benzothiazol-2-yl)-Phenyl]Acridan

Participants

Reaction Steps

A mixture of 3.74 g of acridan (20 mmol), 69 mg of Pd(OAc)2 (0.3 mmol), 44 mg of tri-t-butylphosphine (0.22 mmol), 2.88 g of sodium t-butoxide (30 mmol), and 6.0 g of 2-(4-bromophenyl)benzothiazole (20 mmol) in 60 mL of toluene was stirred at room temperature for 1 h under inert atmosphere, followed by heating at 50° C. for 1 h. The reaction mixture was cooled to room temperature, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography with 15% ethyl acetate in hexanes. NMR analysis confirmed that 3.1 g of the N-arylated acridan product was isolated.

Provenance & Evidence