Pd(II)‐Catalyzed C−H Silylation of o‐Alkynylanilines Initiated by an Aminopalladation To Access Disilylated 2‐Phenyl‐1H‐indoles

Abstract

Herein a Pd(II)‐catalyzed C−H silylation of o‐alkynylanilines with hexamethyldisilane for the synthesis of disilylated 2‐phenyl‐1H‐indoles is reported. In this reaction, o‐alkynylanilines undergo an aminopalladation, C−H activation, and dealkylation sequence to form five‐membered C,C‐palladacycles, which then couple with hexamethyldisilane to construct one C−N bond and two C−Si bonds. This method provides an alternative strategy for C−H silylation.