Palladium catalysed coupling of iodoquinolines and acetylenes - A novel entry to the pyrrolo[3,2,1-ij]-quinoline nucleus

Article abstract of DOI:10.3987/com-97-7958

Treatment of 4-arylamino-8-iodoquinoline derivatives with propargyl alcohol and triethylamine in the presence of iodo(phenyl)bis(triphenylphosphine) palladium and copper(I)iodide gives 6-imino-substituted pyrrolo[3,2,1-ij]quinolines under mild conditions and in moderate yields. Catalytic hydrogenation over Lindlar's catalyst affords functionalised 4H-pyrrolo[3,2,1-ij]quinolines in good yield.