Synthesis of New Indolizidine Derivatives from 1‑(2-Quinolyl)-2-propen-1-ol

The four-step procedure involving bromination, reduction, and nucleophilic substitution via elimination/addition previously applied to 1-(2-pyridyl)-2-propen-1-ol for the synthesis of indolizidine systems has now been extended to 1-(2-quinolyl)-2-propen-1-ol allowing a general access to benzo-fused derivatives. For instance, (±)-benzo[e]lentiginosine has been easily synthesized in an 18% overall yield.