Aniline Dearomatization and Silver‐Catalyzed [3+3] Dipolar Cycloaddition: Efficient Construction of Oxocino[4,3,2‐ cd ]indoles from 2‐Alkynylanilines and 2‐Alkynylbenzaldoximes

2‐Alkynylanilines are attractive starting materials in indole synthesis because of their ready availability. Herein, a one‐pot stepwise procedure is reported for efficient construction of multisubstituted oxocino[4,3,2‐ cd ]indoles from 2‐alkynylanilines and 2‐alkynylbenzaldoximes. The method comprises the oxidative dearomatization of 2‐alkynylanilines, the silver‐catalyzed [3+3] cycloaddition with 2‐alkynylbenzaldoximes, and subsequent thermal radical skeletal rearrangement and aromatization.