Synthesis of C2‐Silylated Indoles and Indolines Enabled by Iridium‐catalyzed Silylation of Indolines with Hydrosilanes

We report an efficient iridium‐catalyzed one‐pot protocol for the synthesis of C2‐silylated indoles from indolines and hydrosilanes. Mechanistic investigations suggest that the transformation proceeds through a tandem dehydrogenation/C−H silylation pathway. Furthermore, an example of iridium‐catalyzed direct C2‐selective C(sp3)−H silylation of indolines is also disclosed.