Synthesis
General procedure for the synthesis of 2-phenyl-7-bromoquinoline from (2-amino-4-bromophenyl)methanol and acetophenone: acetophenone (144 mg, 1.2 mmol), [Cp*Ir(6,6'-(OH)2bpy)(H2O)][OTf]2 (8.3 mg, 0.01 mmol, 1 mol%), potassium hydroxide (56 mg, 1.0 mmol, 1.0 equiv), 2-amino-4-bromobenzyl alcohol (201 mg, 1.0 mmol), and water (1 mL) were added sequentially to a 5 mL round bottom flask. The reaction mixture was refluxed in air for 12 h and then cooled to room temperature. The reaction mixture was extracted with ethyl acetate, the organic solvent was removed by rotary evaporation, and then purified by column chromatography (unfolding agent: petroleum ether/ethyl acetate) to afford pure 2-phenyl-7-bromoquinoline in 94% yield.
References
[1] Patent: CN107400084, 2017, A. Location in patent: Paragraph 0141; 0142; 0143
[2] Organic Letters, 2016, vol. 18, # 15, p. 3558 - 3561
[3] Organic and Biomolecular Chemistry, 2018, vol. 16, # 2, p. 274 - 284
