1-Alkyl-3-alkylindolin-2-imine Hydrochlorides As Useful Building Blocks in the Copper-Catalyzed Synthesis of Polycyclic Indoline Scaffolds.

A novel and efficient copper-catalyzed synthesis of dihydro-6H-indolo[2,3-b]quinoline derivatives has been developed by using 3-alkyl-1-alkylindolin-2-imine hydrochlorides as the building blocks. Furthermore, easy reduction of dihydro-6H-indolo[2,3-b]quinolines with diisobutylaluminum hydride provided tetrahydro-6H-indolo[2,3-b]quinoline derivatives in excellent yields. The present method shows some advantages including use of cheap cuprous chloride as the catalyst and tolerance of wide functional groups.