Diversity-Oriented Synthesis of Functionalized 1-Aminopyrroles by Regioselective Zinc Chloride-Catalyzed, One-Pot 'Conjugate Addition/Cyclization' Reactions of 1,3-Bis(silyl enol ethers) with 1,2-Diaza-1,3-butadienes

Diversity-Oriented Synthesis of Functionalized 1-Aminopyrroles by Regioselective Zinc Chloride-Catalyzed, One-Pot 'Conjugate Addition/Cyclization' Reactions of 1,3-Bis(silyl enol ethers) with 1,2-Diaza-1,3-butadienes

In a convenient one‐pot process, the easily accessible 1,2‐diaza‐1,3‐butadienes and 1,3‐bis(silyl enol ethers) are converted into the previously unknown functionalized 1‐aminopyrroles and 1‐amino‐4,5,6,7‐tetrahydroindoles. The domino reaction proceeds through a zinc chloride‐catalyzed ‘conjugate add...

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Veröffentlicht in:Advanced synthesis & catalysis 2008-06, Vol.350 (9), p.1331-1336
Hauptverfasser: Karapetyan, Vahuni, Mkrtchyan, Satenik, Schmidt, Andreas, Attanasi, Orazio A., Favi, Gianfranco, Mantellini, Fabio, Villinger, Alexander, Fischer, Christine, Langer, Peter
Format: Artikel
Sprache:eng
Schlagworte:
1,2‐diaza‐1,3‐butadienes
2-diaza-1
3-butadienes
cyclizations
N-heterocycles
pyrroles
silyl enol ethers
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Zusammenfassung:In a convenient one‐pot process, the easily accessible 1,2‐diaza‐1,3‐butadienes and 1,3‐bis(silyl enol ethers) are converted into the previously unknown functionalized 1‐aminopyrroles and 1‐amino‐4,5,6,7‐tetrahydroindoles. The domino reaction proceeds through a zinc chloride‐catalyzed ‘conjugate addition/cyclization’ sequence.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200800097