Synthesis of 9,10-dihydro-8bH-quino[1,2-f]phenanthridine- and 6-phenyl-4,5,6,7-tetrahydropyrido[3,2,1-j,k]-carbazole-derivatives

9,10 - dihydro - 8bH - quino1,2-f]phenanthridine - derivatives 2 and 6 - phenyl - 4,5,6,7 -tetrahydropyrido3,2,1 -j,k]carbazole - derivatives 17 were synthesized by photodehydrogenation of the 1,2 -diphenylquinoliniumperchlorates 7 and the 1,2 - diphenyl -1,2,3,4 - tetrahydroquinolines 1 respectively.The intermediate 1,2 - diphenylquinoliniumsalts 7 were obtained by Skraup-synthesis between diphenylamine and acrolein, followed by a Grignard-reaction and iodine/sodiumacetate oxidation. The intermediate tetrahydroquinoline derivatives 1 were prepared by t catalyzed cyclization of the corresponding 3 - (o - anilinophenyl) - 1 - phenyl - 1 - propanol - derivatives 16 and platinum(IV)oxide/palladium on activated carbon-reduction of the higher mentioned 1,2 - diphenylquinoliniumsalts 7.