Synthesis of a fused N-bridged (3.3.1)nonadiquinoline multicyclic skeleton via a metal-free formal (4 + 2) cycloaddition/Mannich/dearomatization domino reaction
We present a novel green synthetic protocol for the construction of a broad range of substituted fused azabicyclo[3.3.1]nonadiquinoline scaffolds through a formic acid catalyzed formal [4 + 2] annulation/Mannich/dearomatization domino reaction. This unified strategy shows a broad substrate scope wit...
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| Hauptverfasser: | , , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
29 Sep 2023
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| In: |
Green chemistry
Year: 2023, Jahrgang: 25, Heft: 22, Pages: 9203-9208 |
| ISSN: | 1463-9270 |
| DOI: | 10.1039/D3GC03026A |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1039/D3GC03026A Verlag, lizenzpflichtig, Volltext: https://pubs.rsc.org/en/content/articlelanding/2023/gc/d3gc03026a 
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| Verfasserangaben: | Kamran Amiri, Behrouz Nayebzadeh, Mohammad Kamangar, Mohammad Babazadeh, Alireza Ariafard, Farshad Shiri, Frank Rominger and Saeed Balalaie |
| Zusammenfassung: | We present a novel green synthetic protocol for the construction of a broad range of substituted fused azabicyclo[3.3.1]nonadiquinoline scaffolds through a formic acid catalyzed formal [4 + 2] annulation/Mannich/dearomatization domino reaction. This unified strategy shows a broad substrate scope with high functional group tolerance, resulting in good to high yields under environmentally benign, transition-metal-free, low-cost, and operationally simple conditions. The current method outperforms existing methods in terms of green and sustainable conditions. The reaction mechanism was confirmed based on DFT calculations. |
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| Beschreibung: | Online veröffentlicht: 29. September 2023 Gesehen am 04.01.2024 Der Ausdruck "3.3.1" sowie der Ausdruck "4 + 2" sind im Titel eckig geklammert |
| Beschreibung: | Online Resource |
| ISSN: | 1463-9270 |
| DOI: | 10.1039/D3GC03026A |