138691-47-1Relevant articles and documents
Reactivity of Nitro- and Nitroso-arenes with Vinyl Grignard Reagents: Synthesis of 2-(Trimethylsilyl)indoles
Bartoli, Giuseppe,Bosco, Marcella,Dalpozzo, Renato,Palmieri, Gianni,Marcantoni, Enrico
, p. 2757 - 2762 (2007/10/02)
The reaction of nitrosoarenes and 1-(trimethylsilyl)vinylmagnesium bromide in dibutyl ether represents a useful tool for the synthesis of 2-(trimethylsilyl)indoles by cyclisation of benzene derivatives.The use of more common ethers as the solvent leads to large amounts of azo and azoxy derivatives.Conversely, the reaction of nitroarenes and 1-(trimethylsilyl)vinylmagnesium bromide gives conjugate addition products.The reasons for this behaviour are discussed.