Synthesis of Substituted Anilines from Cyclohexanones Using Pd/C-Ethylene System and Its Application to Indole
Katsumi Maeda1, Ryosuke Matsubara1, Masahiko Hayashi1
1Department of Chemistry, Graduate School of Science, Kobe University, Kobe 657-8501, Japan.
Abstract:
The synthesis of anilines and indoles from cyclohexanones using a Pd/C-ethylene system is reported. A simple combination of NH4OAc and K2CO3 under nonaerobic conditions was found to be the most suitable to perform this reaction. Hydrogen transfer between cyclohexanone and ethylene generates the desired products. The reaction tolerates a variety of substitutions on the starting cyclohexanones.
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