Solid Acid-Catalysed Michael-Type Conjugate Addition of Indoles to Electron-Poor CC Bonds: Towards High Atom Economical Semicontinuous Processes
In this paper a novel application of solid acid catalysts in the chemoselective Friedel–Crafts (FC) alkylation of indoles is reported. The optimal protocol allows highly functionalised indolyl compounds to be synthesised in excellent yields through conjugate addition of indoles with α,β‐unsaturated...
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Veröffentlicht in: | Advanced synthesis & catalysis 2004-04, Vol.346 (5), p.545-548 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | In this paper a novel application of solid acid catalysts in the chemoselective Friedel–Crafts (FC) alkylation of indoles is reported. The optimal protocol allows highly functionalised indolyl compounds to be synthesised in excellent yields through conjugate addition of indoles with α,β‐unsaturated ketones and nitro compounds. Finally, the use of commercial Amberlyst‐15 as the heterogeneous catalyst for highly atom efficient continuous and semicontinuous Friedel–Crafts processes is described. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.200303213 |