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C-H键氰化反应:苯并亚胺腈衍生物的电化学合成

C-H bond cyanation: electrochemical synthesis of phenylbenzimidoyl cyanide derivatives.

作者信息

Sbei Najoua, Rahali Seyfeddine, Ahmed Nisar

机构信息

Department of Organic Chemistry, University of Alcalá, Alcalá de Henares (Madrid) 28871, Spain.

Department of Chemistry, College of Science, Qassim University, Buraydah 51452, Saudi Arabia.

出版信息

Org Biomol Chem. 2025 May 21;23(20):4917-4921. doi: 10.1039/d5ob00522a.

Abstract

The application of electricity in chemical processes represents a sustainable technology for the future. This green activation mode derives from renewable energy sources (such as solar, wind, and hydropower), safeguarding resources by being less polluting and utilizing less materials. C-H bond functionalisation is one of the most powerful synthetic methods for forging molecular complexity to access valuable chemicals in a single step transformation. Herein, an electrochemical C-H bond cyanation of imine derivatives under electrochemical reaction conditions has been developed. This is a new, simple, fast and non-toxic way for the direct cyanation of imine derivatives. Acetonitrile was found to be a new and effective cyanation reagent under catalyst-free electrochemical conditions. The cyanation protocol can be applied to diverse substrates including substituted and unsubstituted imine derivatives. The electrochemical method has been carried out in an undivided cell at constant current at 0 °C for 1 h using a Carbon rod as cathode and a magnesium plate as anode.

摘要

电力在化学过程中的应用代表了一种未来的可持续技术。这种绿色活化模式源自可再生能源(如太阳能、风能和水能),通过减少污染和使用更少的材料来保护资源。C-H键官能化是在一步转化中构建分子复杂性以获得有价值化学品的最强大合成方法之一。在此,已开发出在电化学反应条件下对亚胺衍生物进行电化学C-H键氰化反应。这是一种用于亚胺衍生物直接氰化的新的、简单、快速且无毒的方法。发现乙腈在无催化剂的电化学条件下是一种新型有效的氰化试剂。该氰化反应方案可应用于包括取代和未取代亚胺衍生物在内的多种底物。该电化学方法在0℃下使用碳棒作为阴极、镁板作为阳极的无隔膜电解池中以恒定电流进行1小时。

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