Selenium Dioxide → Beta-Carboline

Participants

Reaction Steps

Compound 10b (24.4 g, 0.1 mol) was mixed with glacial acetic acid (500 ml) followed by the addition of selenium dioxide (20 g, 0.2 mol). The mixture was refluxed for 12 h. The glacial acetic acid was removed I. 1M NaOH solution (200 ml) was added into the residues, then the mixture was extracted with ethyl acetate. The organic phases were combined, washed by 1M NaOH solution, water and brine, dried, decolorized with activated carbon, filtered, evaporated and recrystallized with ethyl acetate to afford white solids (10.0 g, 60%), and mp 197-198° C. (reference[20]: 198 to 200° C.).

Provenance & Evidence