Efficient synthesis of indoles using [3,3]-sigmatropic rearrangement of N-trifluoroacetyl enehydrazines
[3,3]-Sigmatropic rearrangement of N-trifluoroacetyl enehydrazines provides a novel method for the construction of indoles. N-Trifluoroacetyl enehydrazine having a cyclopentene ring smoothly underwent [3,3]-sigmatropic rearrangement followed by cyclizatio
Alkylation of Cycloalkanoindoles via Indolylmagnesium Salts: Synthesis of 3H-Indoles and Oxidative Rearrangement to Spiro-3'-ones
Alkylation of cycloalkanoindolylmagnesium iodide with alkyl halides has been analyzed to prepare cycloalkano-3H-indoles, methyl and N,N-dimethylpropyl derivatives.Spiro derivatives appear as secondary products in this reaction.Selectivity and optimization of the reaction has been determined and a mechanism for the formation of the spiro derivative is proposed.
Rodriguez, Jose-Gonzalo,Andres, Angel San
p. 1293 - 1299
(2007/10/02)
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