Electrochemical Synthesis of 4‐Selenylated Oxazolones via Oxyselenylation of Ynamides

Abstract Electrosynthesis of selenylated‐oxazolone derivatives via cascade selenylation/cyclization of ynamides was disclosed. A series of diaryl diselenides, dialkyl diselenides, and heteroaryl‐substituted ynamides was tolerated in this protocol and delivered 4‐selenyloxazolones in 28–83% yields. The scale‐up reaction and the oxidation of selenylated‐oxazolone was performed to showcase the practicability of this method. Furthermore, mechanistic experiments indicated that a cationic pathway instead of a radical pathway was probably involved.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2024-10-18
DOI
https://doi.org/10.1002/adsc.202401146
Citations
14
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
3.50

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article

Electrochemical Synthesis of 4‐Selenylated Oxazolones via Oxyselenylation of Ynamides

Kaili Cen, Jinhui Cai, Weishuang Li, Haixia Zhang et al.
14 citations
Advanced Synthesis & Catalysis
Catalytic Alkyne Reactions
3.50
article

Electrochemical Synthesis of 4‐Selenylated Oxazolones via Oxyselenylation of Ynamides

Kaili Cen, Jinhui Cai, Weishuang Li, Haixia Zhang, Hongyi Lin
article en
14 citations

Abstract

Abstract Electrosynthesis of selenylated‐oxazolone derivatives via cascade selenylation/cyclization of ynamides was disclosed. A series of diaryl diselenides, dialkyl diselenides, and heteroaryl‐substituted ynamides was tolerated in this protocol and delivered 4‐selenyloxazolones in 28–83% yields. The scale‐up reaction and the oxidation of selenylated‐oxazolone was performed to showcase the practicability of this method. Furthermore, mechanistic experiments indicated that a cationic pathway instead of a radical pathway was probably involved.

Advanced Synthesis & CatalysisVol. 367(2)
Hubei Engineering University (CN), University of South China (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 7%
Catalytic Alkyne Reactions
3.50
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