Cesium fluoride → HCID 53356864, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5,6,8-trichloro-2,3,4,9-tetrahydro-1H-carbazol-1-one (0.1 g, 0.3 mmol) in anhydrous THF (5 mL), cooled to 0° C., CF3TMS (0.5 mL) followed by CsF (0.026 g, 0.17 mmol) were added. The reaction mixture was stirred at 0° C. for 1 h, cooled to room temperature and stirred for an additional 16 h, quenched with saturated NH4Cl (20 mL) and extracted with EtOAc (3×10 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure to give the crude compound which was purified by column chromatography [EtOAc-hexane (3:17) as eluant] to afford the title compound as a yellow solid (0.042 g, 32%). 1H NMR (500 MHz, DMSO-d6, δ in ppm) 11.42 (s, 1H), 7.52 (s, 1H), 6.69 (s, 1H), 3.02 (m, 2H), 2.21 (m, 1H), 1.96 (m, 3H).

Provenance & Evidence