通过 Ynamides 的 Oxyselenylation 电化学合成 4-硒基噁唑酮

IF 4.4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2024-10-18 DOI:10.1002/adsc.202401146

Jinhui Cai, Kaili Cen, Weishuang Li, Hongyi Lin, Haixia Zhang

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引用次数: 0

摘要

该研究揭示了通过对ynamides进行级联硒化/环化来电合成硒化噁唑酮衍生物的方法。该方案可容许一系列二芳基二硒化物、二烷基二硒化物和杂芳基取代的ynamides，并以 28-83% 的收率得到 4-硒基噁唑酮。为了展示这种方法的实用性，还进行了硒化噁唑酮的放大反应和氧化反应。此外，机理实验表明，其中可能涉及阳离子途径而非芳香途径。

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Electrochemical Synthesis of 4-Selenylated Oxazolones via Oxyselenylation of Ynamides

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% yield. The scale-up reaction and the oxidation of selenylated-oxazolones was performed to showcase the practicability of this method. Furthermore, mechanistic experiments indicated that a cationic pathway instead of aradical pathway was probably involved.

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来源期刊

Advanced Synthesis & Catalysis 化学-应用化学

CiteScore

9.40

自引率

7.40%

发文量

447

审稿时长

1.8 months

期刊介绍： Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.