Synthesis of Selenooxazoles through Electrochemical Oxidative Selenocyclization of N‐Propargylamides

An electrocatalytic approach for the bromide‐mediated selenocyclization of N‐propargylamides with diselenides is described, providing a synthetic route for the synthesis of various seleno‐oxazoles in 41–73% yields. The success of gram‐scale experiments demonstrate the potential value of this protoco...

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Veröffentlicht in:Advanced synthesis & catalysis 2024-02, Vol.366 (3), p.408-413
Hauptverfasser: Zhang, Huaxin, Xiong, Yongge, Song, Xian‐Rong, Yang, Ruchun, Luo, Mu‐Jia, Xiao, Qiang
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Sprache:eng
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Zusammenfassung:An electrocatalytic approach for the bromide‐mediated selenocyclization of N‐propargylamides with diselenides is described, providing a synthetic route for the synthesis of various seleno‐oxazoles in 41–73% yields. The success of gram‐scale experiments demonstrate the potential value of this protocol in synthetic chemistry. Mechanistic investigations suggest that this selenocyclization protocol proceed through two possible pathways, including selenium cation and radical processes.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202301066