The reaction of nitrosoarenes and 1-(trimethylsilyl)vinilmagnesium bromide in dibutyl ether represents a useful tool for the synthesis of 2-(trimethylsilòyl)indoles by cyclisation of benzene derivatives. The use of more common ethers as solvent leads to large amounts of azo and azoxy derivatives. Conversely, the reaction of nitroarenes and 1-(trimethylsilyl)vinylmagnesium bromide gives conjugate addition products.
Reactivity of Nitro- and Nitroarenes with Vinyl Grignard Reagents: Synthesis of 2-(Trimethylsilyl)indoles
MARCANTONI, Enrico;PALMIERI, Gianni
1991-01-01
Abstract
The reaction of nitrosoarenes and 1-(trimethylsilyl)vinilmagnesium bromide in dibutyl ether represents a useful tool for the synthesis of 2-(trimethylsilòyl)indoles by cyclisation of benzene derivatives. The use of more common ethers as solvent leads to large amounts of azo and azoxy derivatives. Conversely, the reaction of nitroarenes and 1-(trimethylsilyl)vinylmagnesium bromide gives conjugate addition products.File in questo prodotto:
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