59611-52-8

396-30-5

General procedure for the synthesis of 6-fluoroquinoline from 6-fluoro-1,2,3,4-tetrahydroquinoline: To a 10 mL round-bottomed flask fitted with a magnetic stirring bar, 6-fluoro-1,2,3,4-tetrahydroquinoline (0.5 mmol), 40 wt% toluene solution (2.2 equiv., 1.1 mmol, 0.5 mL), and a DEAD solution of CHCl3 ( 1.0 mL). The reaction mixture was stirred at room temperature for 12 hours. After completion of the reaction, the mixture was concentrated using a rotary evaporator. The residue was purified by column chromatography using EtOAc: hexane (1:5) as eluent to give 6-fluoroquinoline. For compounds 2f and 2m, the product spot was close to the spot of residual DEAD. To remove residual DEAD, 1 equivalent of PPh3 was added after the reaction and the reaction mixture was stirred for 10 min. Subsequently, the reaction mixture was concentrated using a rotary evaporator. The residue was purified by column chromatography using CHCl3: hexane (1:1) as eluent to give the final 6-fluoroquinoline.