Visible-light-mediated photocatalytic cross-coupling of acetenyl ketones with benzyl trifluoroborate

In this report, we describe a simple visible light-triggered Barbier-type reaction by employing acetenyl ketones with benzyl trifluoroborates. Through a radical-radical cross-coupling process, this photocatalytic protocol furnished a wide range of tertiary propargyl alcohols. Mechanistic investigati...

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Veröffentlicht in:Organic & biomolecular chemistry 2020-02, Vol.18 (6), p.173-177
Hauptverfasser: Zhang, Lingchun, Chu, Yanle, Ma, Peizhi, Zhao, Shujuan, Li, Qiaoyan, Chen, Boya, Hong, Xuejiao, Sun, Jun
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Sprache:eng
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Zusammenfassung:In this report, we describe a simple visible light-triggered Barbier-type reaction by employing acetenyl ketones with benzyl trifluoroborates. Through a radical-radical cross-coupling process, this photocatalytic protocol furnished a wide range of tertiary propargyl alcohols. Mechanistic investigation indicated that proton-coupled electron transfer (PCET) might be involved in the photochemical transformations. A visible-light-mediated photocatalytic strategy for the radical-radical cross-coupling of acetenyl ketones with benzyl trifluoroborate has been described.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob02624j