One-pot synthesis of pyrrolo[3,2-f]-and pyrrolo[2,3-h]quinoline derivatives: Observation of an unexpected mechanistic pathway

Abstract

One-pot synthesis of pyrrolo[3,2-f]- and pyrrolo[2,3-h]quinolines were obtained starting from substituted 5-aminoindoles, benzaldehydes, and phenylacetylenes in the presence of La(OTf) 3 as a catalyst in good yields. The indole moiety in 5-aminoindole is believed to be mainly responsible for the observation of unexpected mechanistic pathway to the formation of pyrrolo[2,3-h]quinoline. © Georg Thieme Verlag Stuttgart · New York.