Electrosynthesis is a powerful method to functionalise organic molecules without the need to use chemical reagents or protecting groups, yet it is not widely used in synthesis. In this study, we investigated the Shono oxidation of a tertiary amide (electrochemical functionalisation of a C–H bond adjacent to an amide nitrogen atom), demonstrating the value of performing cyclic voltammetry, varying voltage and charge per mole, selection of electrolyte and electrode material. We demystify the process to demonstrate a simple relationship between oxidation potential, and charge transfer required, which affords a high conversion to the desired alpha-methoxylated product using an undivided experimental cell.

中文翻译：

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电合成实验者指南：Shono氧化

电合成是一种功能强大的方法，无需使用化学试剂或保护基即可对有机分子进行功能化，但尚未在合成中广泛使用。在这项研究中，我们研究了叔酰胺的Shono氧化（与酰胺氮原子相邻的C–H键的电化学功能化），证明了执行循环伏安法，改变每摩尔电压和电荷，选择电解质和电极的价值材料。我们揭开了神秘的历程，以证明氧化电位与所需电荷转移之间的简单关系，使用未分割的实验电池即可将其高度转化为所需的α-甲氧基化产物。