Potassium Iodide → HCID 21892125, compound

Participants

Reaction Steps

A mixture of 3-cyano-1-(3-methoxybenzoyl)-pyrrolo[1,2-a]quinoline (326 mg, 1 mmol), tetrabutylammonium bromide (967 mg, 3 mmol), potassium iodide (498 mg, 3 mmol), boron tribromide (1N solution in dichloromethane, 3 ml) in dichloromethane (5 ml) was refluxed for 8 h. It was cooled to room temperature and quenched with water (20 mL), the organic layer was washed with aqueous sodium bicarbonate (2×10 mL), water (2×20 mL), dried over Na2SO4, and concentrated. The residue was purified by column chromatography to give 188 mg (60%) of title compound. 1H NMR (CDCl3): 8.06 (d, J=9.0 Hz, 1H), 7.85 (d, J=7.80 Hz, 1H), 7.74–7.40 (m, 8H), 7.20–7.14 (m, 1H), 5.15 (s, 1H).

Provenance & Evidence