Litcius/Paper detail

Synthesis of Substituted Anilines from Cyclohexanones Using Pd/C–Ethylene System and Its Application to Indole Synthesis

Katsumi Maeda, Ryosuke Matsubara, Masahiko Hayashi

2021Organic Letters30 citationsDOI

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.

Topics & Concepts

ChemistryEthyleneCyclohexanoneIndole testCombinatorial chemistryOrganic chemistryReaction conditionsCatalysisAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization MethodsNanomaterials for catalytic reactions