In this work, we describe how N-hydroxyphthalimide (NHPI) promotes hydrogen atom transfer from aldehydes under electrocatalytic chemical conditions. This involves the generation of phthalimide-N-oxyl (PINO), which abstracts an acyl hydrogen to produce acyl radicals from aldehydes. These acyl radicals then react with oximes or another PINO radical to form redox-active esters (RAEs). Additionally, we detail a Giese-type reaction with electron-deficient alkenes via electrochemical reduction of the generated RAE derivatives. This process produces sp³-carbon centered radicals from aldehydes. We also extend this method to aliphatic alcohols, involving a multi-step electrochemical process to form carbon-centered radicals from readily available alcohols.

中文翻译：

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以 NHPI 作为电催化剂从醛产生酰基自由基：醛和醇作为碳中心自由基前体


在这项工作中，我们描述了 N-羟基邻苯二甲酰亚胺 (NHPI) 如何在电催化化学条件下促进氢原子从醛转移。这涉及邻苯二甲酰亚胺-N-氧基（PINO）的生成，它可以提取酰基氢，从醛中产生酰基自由基。然后这些酰基自由基与肟或另一个 PINO 自由基反应形成氧化还原活性酯 (RAE)。此外，我们还详细介绍了通过电化学还原生成的 RAE 衍生物与缺电子烯烃进行吉斯型反应。该过程从醛产生 sp ³ -碳中心自由基。我们还将这种方法扩展到脂肪醇，涉及多步骤电化学过程，从容易获得的醇形成以碳为中心的自由基。