Xphos Pd G2 催化分子间酰胺化反应合成 N-苯基氨基甲酸甲酯衍生物

IF 0.7 4区 化学 Q4 CHEMISTRY, ORGANIC Letters in Organic Chemistry Pub Date : 2024-01-26 DOI:10.2174/0115701786261811231126174656
Yan-fen Shi, Zheng Wu, Jie Mou, Hong-hua Yuan
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引用次数: 0

摘要

:在交叉偶联反应中使用钯催化剂已成为在温和条件下容易形成芳基 C-N 键的一种极有前途的方法。在本研究中,我们提出了一种在 Xphos Pd G2 催化下,通过芳基氯化物的分子间酰胺化反应合成 N-苯基氨基甲酸甲酯衍生物的有效方法。所开发的方案效果显著,具有多种优势。值得注意的是,分子间酰胺化反应表现出了良好的化学选择性,在保持其他官能团完整性的同时,还能精确定位所需的 C-N 键形成。此外,这种方法还具有优异的官能团兼容性,可以处理各种不同的分子,包括传统上难以处理的敏感官能团。事实证明,Xphos Pd G2 催化剂在协调这一转化过程中发挥了重要作用,具有很高的催化活性和选择性。此外,该方案操作简单,是合成化学家寻求获得 N-苯基氨基甲酸甲酯衍生物的直接可靠途径的实用选择。总之,这项研究不仅拓展了 C-N 键形成的合成工具箱,还强调了钯催化方法在现代有机合成中的重要意义。报告中的发现为药物化学和材料科学领域的应用带来了巨大希望,在这些领域中,芳基 C-N 键的简便构建至关重要
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Synthesis of Methyl N-phenylcarbamate Derivatives by Xphos Pd G2 Catalyzed Intermolecular Amidation Reaction
: The utilization of palladium catalysts in cross-coupling reactions has emerged as a highly promising method for the facile formation of aryl C-N bonds, operating under mild conditions. In this study, we present an efficient approach for the synthesis of methyl N-phenyl carbamate derivatives through the intermolecular amidation of aryl chlorides, catalyzed by Xphos Pd G2. The developed protocol has demonstrated remarkable efficacy, offering several advantages. Notably, the intermolecular amidation reaction exhibited good chemoselectivity, allowing for the precise targeting of desired C-N bond formations while maintaining the integrity of other functional groups. Additionally, this methodology showcases exceptional functional group compatibility, accommodating a diverse array of moieties, including sensitive groups that are traditionally challenging to handle. The Xphos Pd G2 catalyst has proven to be instrumental in orchestrating this transformation, exhibiting high catalytic activity and selectivity. Furthermore, this protocol stands out for its operational simplicity, making it a practical choice for synthetic chemists seeking a straightforward and reliable route to access methyl N-phenyl carbamate derivatives. Overall, this study not only expands the synthetic toolbox for C-N bond formations, but also underscores the significance of palladium-catalyzed methodologies in modern organic synthesis. The reported findings hold substantial promise for applications in medicinal chemistry and material science, where the facile construction of aryl C-N bonds is of paramount importance
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来源期刊
Letters in Organic Chemistry
Letters in Organic Chemistry 化学-有机化学
CiteScore
1.30
自引率
12.50%
发文量
135
审稿时长
7 months
期刊介绍: Aims & Scope Letters in Organic Chemistry publishes original letters (short articles), research articles, mini-reviews and thematic issues based on mini-reviews and short articles, in all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is to publish quality papers rapidly by taking full advantage of latest technology for both submission and review of the manuscripts. The journal is an essential reading for all organic chemists belonging to both academia and industry.
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