Au(I)/Sc(III)-co-catalyzed tandem spiroannulation/cycloisomerization of 3-(2-ethynylaryl)- N -tosylaziridines with indoles to access 5 H -benzo[ b ]carbazoles
An unusual spiroannulation/cycloisomerization cascade of 3-(2-ethynylaryl)- -tosylaziridines with indoles enabled by cooperative gold/scandium catalysis is presented, which facilitates the synthesis of 5 -benzo[ ]carbazoles in moderate to excellent yields. This protocol features a broad substrate sc...
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Veröffentlicht in: | Organic & biomolecular chemistry 2024-07, Vol.22 (29), p.5999-6003 |
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Hauptverfasser: | , , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | An unusual spiroannulation/cycloisomerization cascade of 3-(2-ethynylaryl)-
-tosylaziridines with indoles enabled by cooperative gold/scandium catalysis is presented, which facilitates the synthesis of 5
-benzo[
]carbazoles in moderate to excellent yields. This protocol features a broad substrate scope and good functional-group compatibility. Additionally, the resulting 5
-benzo[
]carbazoles exhibit good fluorescence properties, demonstrating the synthetic practicality of this method. Moreover, control experiments were performed to illustrate the reaction mechanism. |
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ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/d4ob00782d |