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

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An efficient iridium‐catalyzed one‐pot protocol is reported 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( sp 3 )–H silylation of indolines is also disclosed.