Acrylonitrile → 3-Cyano (4-fluoro-benzoyl)-pyrrolo[1,2-a]quinoline

Participants

Reaction Steps

The title compound was prepared from 1-(4-fluoro-phenacyl)-quinolinium bromide (117 mg, 0.338 mmol), tetrapyridinecobalt(II) dichromate (217 mg, 0.356 mmol), sodium bicarbonate (75.7 mg, 0.901 mmol), acrylonitrile (110 μL, 1.67 mmol), and N,N-dimethylformamide (2.0 mL), similar to Example 1b, and yielded 32.6 mg (30%) as a yellow solid. 1H NMR (CDCl3): 8.11 (m, 2H), 8.04 (dd, J=8.52, 0.55 Hz, 1H), 7.86 (dd, J=7.69, 1.65 Hz, 1H), 7.74 (d, J=9.34 Hz, 1H), 7.68 (d, J=9.07 Hz, 1H), 7.62 (ddd, J=8.31, 7.07, 1.72 Hz, 1H), 7.54 (td, J=7.48, 1.19 Hz, 1H), 7.41 (s, 1H), 7.26 (m, 2H).

Provenance & Evidence