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Rhodium acetate/base-catalyzed N-silylation of indole derivatives with hydrosilanes.

Chemical communications (Cambridge, England) (2012-08-10)
Shintaro Itagaki, Keigo Kamata, Kazuya Yamaguchi, Noritaka Mizuno
ABSTRACT

In the presence of Rh(2)(OAc)(4) (OAc = acetate) and TBA(2)WO(4) (TBA = tetra-n-butylammonium), the N-silylation of indole derivatives with hydrosilanes efficiently proceeded to give the corresponding N-silylated indoles in high yields. Pyrrole and carbazole were also N-silylated with the combined catalysts.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Tetrabutylammonium chloride, ≥97.0% (NT)
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Tetrabutylammonium iodide, ≥99.0% (AT)
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Rhodium(II) acetate dimer, 99.9% trace metals basis
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Tetrabutylammonium bromide solution, 50 wt. % in H2O
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Tetrabutylammonium fluoride solution, 1.0 M in THF
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