第一溴化物催化2 -炔- 1 - 1 - O -甲基肟的硒化使4 -硒化异恶唑的合成成为可能

IF 4.4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2025-02-18 DOI:10.1002/adsc.202401477

Jinhui Cai , Zhouting Zeng

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引用次数: 0

摘要

以硒元素和硼酸为硒基源，通过溴催化2 -炔- 1 - 1 O -甲基肟的硒化反应，合成了一系列3,5 -二芳基- 4 - selanyillisoxazoles，产率为56 - 97%（大多数产率为80%）。与传统方法相比，该方法在简单的催化体系下进行。该方案具有底物范围广、官能团相容性好、无金属条件、操作简便等特点。此外，该方法易于进行克尺度反应和合成转化。此外，初步的机制实验表明，自由基途径可能参与了这项工作。

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First Bromide‐Catalyzed Selenylation of 2‐Alkyn‐1‐One O‐Methyloximes Enabled the Synthesis of 4‐Selenylated Isoxazoles

A series of 3,5‐diaryl‐4‐selanylisoxazoles were synthesized in 56–97% yields (most cases>80% yield), which was first accomplished via bromide‐catalyzed selenylation of 2‐alkyn‐1‐one O‐methyloximes using element Se and boronic acids as the selenyl source. Compared to traditional strategies, this method proceeded under simple catalytic system. Broad substrate scope, good functional group compatibility, metal‐free conditions, and easy operation was showed in this protocol. Additionally, this method was easily amendable to gram‐scale reaction and synthetic transformations. Furthermore, preliminary mechanistic experiments demonstrated that a radical pathway was possibly involved in this work.

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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.