芳基炔酸盐的光催化硅烷化：硅烷化香豆素的合成

IF 4.4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2024-10-04 DOI:10.1002/adsc.202401007

Ravikumar Ladumor, Sourav Samanta, Sermadurai Selvakumar

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引用次数: 0

摘要

在此，我们报告了利用氢硅烷作为硅自由基源与芳基炔酸盐光催化合成 3-硅基香豆素的过程。现成的 N-氨基吡啶鎓盐可作为氢原子转移试剂，在光氧化催化下生成硅基自由基。该反应通过硅烷自由基与炔烃的加成反应，然后进行自由基级联环化/迁移，再进行氧化和芳香化反应，最终得到所需的 3-硅基香豆素，收率为 34% 至 89%。

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Photocatalytic Silylation of Aryl Alkynoates: Synthesis of Silylated Coumarins

Herein, we reported the photocatalytic synthesis of 3‐silyl coumarins using hydrosilanes as the silyl radical source with aryl alkynoates. Readily prepared N‐aminopyridinium salts act as hydrogen atom transfer reagents for generating silyl radicals under photoredox catalysis. The reaction proceeds through silyl radical addition to alkyne followed by radical cascade cyclization/migration with subsequent oxidation and aromatization to give desired 3‐silyl coumarins in 34% to 89% yield.

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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.