Rhodium(III)-Catalyzed Intramolecular Annulation and Aromatization for the Synthesis of Pyrrolo[1,2-a]quinolines

Abstract

A rhodium(III)-catalyzed protocol for the synthesis of pyrrolo[1,2-a]quinolines through intramolecular annulation of o-alkynyl amino aromatic ketones and subsequent aromatization is reported. This transformation builds the pyrrole and quinoline moieties of the pyrrolo[1,2-a]quinoline in one pot and achieves a flexible introduction of different substituent groups at 4- and 5-positions on products that were difficult to prepare by other means. The reaction proceeds smoothly on a gram scale, and the products are amenable to downstream synthetic manipulations.