Application of Bifunctional 2-Amino-1,4-naphthoquinones in Visible-Light-Promoted Photocatalyst-Free Alkene Perfluoroalkyl-Alkenylation
A simple and practical photochemical strategy for intermolecular perfluoroalkyl-alkenylation of alkenes with 2-amino-1,4-naphthoquinones and perfluoroalkyl iodides has been demonstrated under visible-light irradiation. Mechanistic studies reveal that easily available 2-amino-1,4-naphthoquinone subst...
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Veröffentlicht in: | Organic letters 2021-01, Vol.23 (2), p.519-524 |
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Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A simple and practical photochemical strategy for intermolecular perfluoroalkyl-alkenylation of alkenes with 2-amino-1,4-naphthoquinones and perfluoroalkyl iodides has been demonstrated under visible-light irradiation. Mechanistic studies reveal that easily available 2-amino-1,4-naphthoquinone substrates can serve as efficient photosensitizers to activate perfluoroalkyl iodides through a photoredox process. Therefore, the developed radical relay reaction proceeds smoothly without additional transition metals and photo-catalysts. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/acs.orglett.0c04036 |