1-Carbazol-9-Yl-2-Chloro-Ethanone (KG2).

An oven-dried reaction vessel was placed under argon and charged with 9H-carbazole (100 mg, 0. 0.598 mmol/L) and sodium hydride (21.53 mg, 0.897 mmol/L). THF (2 mL) was added, and the reaction was stirred at 4°C for 10 minutes. Chloroacetyl chloride (101.3, 0.897 mmol/L) was added, and the reaction was warmed from 4°C to room temperature over 30 minutes. The reaction mixture was quenched with saturated sodium bicarbonate solution and extracted in dichloromethane. The mixture was washed in a brine solution, dried with sodium sulfate, and concentrated in vacuo. The crude was purified by flash chromatography over silica gel eluting with a gradient from 0% to 15% ethyl acetate-hexanes to afford KG2 (9.9 mg, 0.041 mmol/L, 6.793% yield) as a clear semisolid. ¹H NMR (400 MHz, DMSO-d₆) δ 8.50 – 8.12 (m, 4H), 7.75 – 7.38 (m, 4H), 5.35 (s, 2H). HRMS (ESI-TOF): m/z: calculated for C₁₅H₁₁NO [M + H]+ 221.3, found 222.0939.