A ligand-free copper(II)-catalyzed three-component reaction in poly(ethylene glycol) medium: a versatile protocol for the preparation of selected 3-indole derivatives

A ligand-free copper(II)-catalyzed three-component reaction in poly(ethylene glycol) medium: a versatile protocol for the preparation of selected 3-indole derivatives

An efficient and eco-friendly method has been developed for the synthesis of selected 3-indole derivatives via a copper-catalyzed condensation between indole, aldehydes, and malononitrile in polyethylene glycol. The reagent system (PEG solvent plus catalyst) could be recycled up to 5 times for react...

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Veröffentlicht in:Tetrahedron letters 2012-11, Vol.53 (46), p.6223-6225
Hauptverfasser: Chandrasekhar, Srivari, Patro, Vidyavathi, Reddy, Gangireddy Pavan Kumar, Grée, René
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes
Chemical Sciences
Condensing
Copper
Derivatives
Eco-friendly
Indole
Indoles
Multicomponent reaction
Organic chemistry
PEG
Polyethylene glycol
Recycled
Solvents
Tetrahedrons
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Beschreibung
Zusammenfassung:An efficient and eco-friendly method has been developed for the synthesis of selected 3-indole derivatives via a copper-catalyzed condensation between indole, aldehydes, and malononitrile in polyethylene glycol. The reagent system (PEG solvent plus catalyst) could be recycled up to 5 times for reaction with the same aldehyde and it was used also with at least three different aldehydes successively. This multi-component reaction (MCR) occurs first through Knoevenagel condensation followed by Michael addition of indole.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.09.008