The iridium-catalyzed C(sp)-H silylation of 2-alkylpyridines with hydrosilanes at the benzylic position to afford 2-(1-silylalkyl)pyridines is described. The low product yield was markedly improved by adding 3,5-dimethylpyridine. Norbornene is also an essential additive for the reaction to proceed as a hydrogen scavenger. Carbon monoxide plays an important role in the catalytic cycle as a ligand. Other transition-metal carbonyls such as Rh(CO) and Ru(CO) can also be used as catalysts for this C-H silylation.
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