Li Han, Wang Xiaodan, Li Wenhao, Wang Xinmei, Cheng Ruijing, He Danfeng, Xu Huanjun, Li Yiying, Wang Jinhui
School of Science, Qiongtai Normal University Haikou 571127 China
Department of Medicinal Chemistry and Natural Medicine Chemistry, College of Pharmacy, Harbin Medical University Harbin China.
RSC Adv. 2024 Sep 18;14(40):29588-29594. doi: 10.1039/d4ra04146a. eCollection 2024 Sep 12.
The Ritter reaction is the most attractive method for synthesizing amides, and various acids have been used to promote this reaction. Compared to these acids, Fe(NO)·9HO is less toxic and costly, and it shows relatively high Lewis acidity and great catalytic activity. In this study, a simple and efficient protocol involving Fe(NO)·9HO as an additive for the synthesis of amides was developed. Various secondary alcohols could be reacted with CHCN to obtain their corresponding products, with CHCN being used as a reactant and solvent. This protocol was found to be applicable to a wide range of alcohols and nitrile substrates. In general, it was found that substrates containing electron-donating-groups offered the corresponding amides in good to excellent yields, while those with electron-withdrawing groups offered low to moderate yields. Meanwhile, this approach was scalable to the gram level, offering an attractive opportunity for further application in organic synthesis.
Ritter反应是合成酰胺最具吸引力的方法，人们已使用各种酸来促进该反应。与这些酸相比，Fe(NO₃)₃·9H₂O毒性较小且成本较低，并且表现出相对较高的路易斯酸度和良好的催化活性。在本研究中，开发了一种简单有效的方法，该方法涉及使用Fe(NO₃)₃·9H₂O作为合成酰胺的添加剂。各种仲醇可以与乙腈反应以获得其相应的产物，其中乙腈用作反应物和溶剂。该方法被发现适用于多种醇和腈底物。一般来说，发现含有供电子基团的底物能以良好至优异的产率得到相应的酰胺，而含有吸电子基团的底物产率则较低至中等。同时，这种方法可扩展到克级规模，为在有机合成中的进一步应用提供了一个有吸引力的机会。
