1,2- and 1,4-Additions of 2‑Alkynylcyclohexadienimines with Aromatic Amines To Access 4‑Amino‑N‑arylindoles and -azepinoindoles

2-Alkynylcyclohexadienimines, derived from the oxidation of 2-alkynylanilines, react with aromatic amines leading to N-arylindoles with a 4-amino substitution. The reaction was metal-controlled, and Bi(OTf)3 proved to be the best catalyst. The resulting 4-amino N-arylindoles could be converted to azepino[4,3,2-cd]indoles through condensation with aldehydes.