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Published online by Cambridge University Press: 17 May 2011
The combination of a solid photocatalyst (TiO2) and a co-catalyst (p-toluenesulfonic acid) has been successfully applied for the light-induced conversion of nitroarenes in O2-free ethanolic suspensions yielding substituted quinolines and tetrahydroquinolines, while in the presence of TiO2 loaded with a noble metal (Pt, Pd) N-alkylarylamines and N,N-dialkylarylamines were formed. Depending on the compounds that have been detected by GC–MS the reaction mecha-nism is discussed comprising the formation of anilines and ethanal by a photocatalytic reaction step and their subsequent thermal reactions to quinolines, tetrahydroquinolines, and N-alkylated anilines via a Schiff base as an intermediate product.