WAY-629

1,2,3,4,8,9,10,11‐Octahydro[1,4]diazepino[6,5,4‐jk]earbazole (VIa) was synthesized from 2,3,4,5‐tetrahydro‐1H‐benzodiazepine (la) via the route shown in Scheme 1. Other compounds which were prepared similarly are 3‐acetyl‐6‐chloro‐1,2,3,4,8,9,10,11‐octahydro[1,4]diazepino‐[6,5,4‐jk]carbazole(Vb) and 3‐methyl‐1,2,3,4,8,9,10,11‐octahydro[1,4]diazepino[6,5,4‐jk]carb‐azole (VIII). Chemical transformations which were carried out with VI and 3‐acetyl‐1,2,3,4,8,9, 10,11‐octahydro[1,4]diazepino[6,5,4‐jk]carbazole (Va) are also described.

The synthesis of the Tetrahydro-quinolones incorporated in indoles (I, II, III), carbazoles (VII, VIII) and tetrahydrocarbazoles (XIII, XIV) is described. The Schmidt-reaction under standardised conditions of the quinolones goes specifically to the 1,4-Diazepinderivatives IV, V, IX, X, XV and XVI. The analogous ketone derived from phenanthridone, XIX gives under the same experimental conditions the derivative of 1,4-Diazepine XXI as well as the 1,5-Diazepine XX.