Oxyamination of alkenes enabled by direct photoexcitation of fluorenone oxime derivatives

Abstract Visible-light-induced oxyamination of alkenes was developed using fluorenone oxime carbonate as a photoactivatable agent. The nitrogen atom was selectively incorporated at the internal position, constructing a sterically congested α-tertiary amine moiety. The reaction proceeded without any photocatalyst and in the presence of various additives with different functional groups, highlighting the simplicity and robustness of the protocol. Moreover, the fluorenone oxime motif proved effective for visible-light-induced decarboxylative carboamination and diamination of alkenes.

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Publication Details

Journal
Chemistry Letters
Published
2024-11-20
DOI
https://doi.org/10.1093/chemle/upae216
Citations
2
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.50
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article

Oxyamination of alkenes enabled by direct photoexcitation of fluorenone oxime derivatives

Masaya Sawamura, Y. Shimizu, Asa Tagata
2 citations
Chemistry Letters
Radical Photochemical Reactions
0.50
article

Oxyamination of alkenes enabled by direct photoexcitation of fluorenone oxime derivatives

Masaya Sawamura, Y. Shimizu, Asa Tagata
article en
2 citations

Abstract

Abstract Visible-light-induced oxyamination of alkenes was developed using fluorenone oxime carbonate as a photoactivatable agent. The nitrogen atom was selectively incorporated at the internal position, constructing a sterically congested α-tertiary amine moiety. The reaction proceeded without any photocatalyst and in the presence of various additives with different functional groups, highlighting the simplicity and robustness of the protocol. Moreover, the fluorenone oxime motif proved effective for visible-light-induced decarboxylative carboamination and diamination of alkenes.

Chemistry LettersVol. 53(12)
Hokkaido University (JP)
Clean water and sanitation
Openalex Percentile: Top 38%
Radical Photochemical Reactions
0.50
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