TCCA/ phsh通过自由基过程介导allen酰胺的区域选择性氢乙氧基化和氢甲氧基化。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-07-22 DOI:10.1039/d5ob00698h

Qingsong Liu , Gele Jiri , Xingyao She , Zhigang Zhao , Xiaoxiao Li

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引用次数: 0

摘要

通过一个有效的TCCA/ phsh介导的区域选择性氢化乙氧基化和氢化甲氧基化的自由基过程，建立了一个可行的途径，以获得γ-氧化的酰胺。这一过程具有高度的区域选择性，可提供(E)-γ-氧化的酰胺，收率中等至较高。机理研究表明，乙氧基自由基是通过TCCA/PhSH活化形成的，TCCA/PhSH随后加入到烯酰胺的末端碳上形成乙烯基自由基中间体。克级反应的效率表明该合成方法具有潜在的工业应用前景。值得注意的是，我们的方法消除了对金属催化剂的需求，代表了绿色化学实践的重大进步。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

TCCA/PhSH-mediated regioselective hydroethoxylation and hydromethoxylation of allenamides via a radical process

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TCCA/PhSH-mediated regioselective hydroethoxylation and hydromethoxylation of allenamides via a radical process

An efficient TCCA/PhSH-mediated regioselective hydroethoxylation and hydromethoxylation of allenamides via a radical process was developed to create a workable route to γ-oxygenated enamides. This process is highly regioselective, affording (E)-γ-oxygenated enamides in moderate to good yields. Mechanistic investigations indicated that the ethoxy radical was formed through the activation of TCCA/PhSH, which subsequently added to the terminal carbon of allenamides to form a vinyl radical intermediate. The efficiency of the gram-scale reaction suggests the potential industrial application of this synthetic method. Notably, our approach eliminates the need for metal catalysts, representing a significant advancement in green chemistry practices.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.