Current-Controlled Electrochemical Approach Toward Mono- and Trifluorinated Isoindolin-1-one Derivatives
An electrochemical intramolecular 5-exo-dig aza-cyclization of 2-alkynylbenzamides and subsequent nucleophilic fluorination have been developed to afford the highly selective synthesis of mono- and trifluorinated isoindolin-1-one derivatives. This work demonstrates the unique capability of synthetic electrochemistry in controlling reaction selectivity through the applied electrolytic parameters. In addition, the obtained monofluorinated 3-methyleneisoindolin-1-one (19) displays interesting photophysical properties that are not observed in its nonfluorinated analog.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:26 |
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| Enthalten in: |
Organic letters - 26(2024), 8 vom: 01. März, Seite 1645-1651 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Ding, Cheng-Lin [VerfasserIn] |
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| Anmerkungen: |
Date Revised 01.03.2024 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1021/acs.orglett.4c00109 |
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NLM368539555 |
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| 520 | |a An electrochemical intramolecular 5-exo-dig aza-cyclization of 2-alkynylbenzamides and subsequent nucleophilic fluorination have been developed to afford the highly selective synthesis of mono- and trifluorinated isoindolin-1-one derivatives. This work demonstrates the unique capability of synthetic electrochemistry in controlling reaction selectivity through the applied electrolytic parameters. In addition, the obtained monofluorinated 3-methyleneisoindolin-1-one (19) displays interesting photophysical properties that are not observed in its nonfluorinated analog | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Xu, Qiaohong |e verfasserin |4 aut | |
| 700 | 1 | |a Wu, Shuai |e verfasserin |4 aut | |
| 700 | 1 | |a Zhong, Yi |e verfasserin |4 aut | |
| 700 | 1 | |a He, Xinglei |e verfasserin |4 aut | |
| 700 | 1 | |a Lin, Yuqi |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Yuanming |e verfasserin |4 aut | |
| 700 | 1 | |a Ye, Ke-Yin |e verfasserin |4 aut | |
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