Selective C‐7 Functionalization of Phenanthridines by Microwave‐Assisted Claisen Rearrangements of 8‐Allyloxyphenanthridines
Abstract: Carbon‐carbon bond formation in the phenanthridine 7‐position was achieved by microwave‐assisted Claisen rearrangement of 8‐allyloxyphenanthridines. The reactions took place with excellent regioselectivity and high chemical yields. If the 7‐position was substituted, rearrangement to C‐9 took place, but the reaction occurred less readily. Rearrangements of 8‐allyloxy‐5,6‐dihydrophenanthridines (phenanthridines with a saturated B‐ring) gave a mixture of 7‐ and 9‐substituted products. The experimental results were supported by DFT (density functional theory) calculations.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Selective C‐7 Functionalization of Phenanthridines by Microwave‐Assisted Claisen Rearrangements of 8‐Allyloxyphenanthridines ; volume:12 ; number:7 ; year:2023 ; extent:5
ChemistryOpen ; 12, Heft 7 (2023) (gesamt 5)
- Creator
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Lepsøe, Mathias Ryslett
Dalevold, Aleksander Granum
Gundersen, Lise‐Lotte
- DOI
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10.1002/open.202300095
- URN
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urn:nbn:de:101:1-2023072215075433340840
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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14.08.2025, 10:49 AM CEST
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Associated
- Lepsøe, Mathias Ryslett
- Dalevold, Aleksander Granum
- Gundersen, Lise‐Lotte
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