K. Diker et al., PRACTICAL SYNTHESES OF HEXAHYDROAZEPINO[4,5-B]-INDOLE AND HEXAHYDROAZOCINO[4,5-B]INDOLE, Tetrahedron letters, 36(20), 1995, pp. 3511-3512
Catalytic hydrogenation (Pd.C) of 2-(2-benzylaminoethyl)-3-cyanomethyl
indoles gave hexahydroazepino[4,5-b]indoles in good yields. 2-(2-Benz
ylaminoethyl)-3 cyanoethyl indoles were cyclized to hexahydroazocino[4
,5-b]indoles under identical conditions.