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以草酸为一氧化碳替代物的锰催化苯胺的甲酰化反应

Manganese-Catalyzed -Formylation of Anilines Using Oxalic Acid as CO Surrogate.

作者信息

Afsina C M A, Rohit K R, Anilkumar G

机构信息

School of Chemical Sciences, Mahatma Gandhi University, Priyadarsini Hills Post Office, Kottayam, Kerala 686560, India.

Institute for Integrated Programs and Research in Basic Sciences (IIRBS), Mahatma Gandhi University, Priyadarsini Hills Post Office, Kottayam, Kerala 686560, India.

出版信息

ACS Omega. 2025 Jan 24;10(4):4019-4025. doi: 10.1021/acsomega.4c09931. eCollection 2025 Feb 4.

Abstract

Formanilides are valuable synthetic intermediates and additives in the rubber industry. Manganese-catalyzed -formylation of aniline using (COOH)·2HO represents a significant advancement in the synthesis of formanilides. This novel approach offers a safe and efficient alternative to traditional carbon monoxide (CO) gas-based formylation reactions, addressing safety concerns and overcoming the challenges associated with handling gaseous CO. By employing (COOH)·2HO as a readily available and environmentally benign CO surrogate, this method also demonstrates the versatility of manganese catalysts in facilitating selective C-N bond formation. This study presents the first manganese-catalyzed synthesis of formanilides via the -formylation of anilines using (COOH)·2HO, providing a range of formanilides in moderate to excellent yields.

摘要

甲酰苯胺是橡胶工业中有价值的合成中间体和添加剂。使用(COOH)·2H₂O通过锰催化苯胺的α-甲酰化反应是甲酰苯胺合成中的一项重大进展。这种新方法为传统的基于一氧化碳(CO)气体的甲酰化反应提供了一种安全有效的替代方案,解决了安全问题并克服了与处理气态CO相关的挑战。通过使用(COOH)·2H₂O作为易于获得且环境友好的CO替代物,该方法还展示了锰催化剂在促进选择性C-N键形成方面的多功能性。本研究首次报道了通过使用(COOH)·2H₂O对苯胺进行α-甲酰化反应,以锰催化合成甲酰苯胺,得到了一系列产率适中至优异的甲酰苯胺。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0c74/11800000/fe87b3d4df40/ao4c09931_0001.jpg

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