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- Title
Electrochemical C(sp<sup>3</sup>)−H Functionalization Using Acetic Acid as a Hydrogen Atom Transfer Reagent.
- Authors
Morii, Yuma; Watanabe, Taito; Saga, Yutaka; Kambe, Tetsuya; Kondo, Mio; Masaoka, Shigeyuki
- Abstract
In this study, we developed a novel electrochemical protocol that enables the functionalization of inherently inert C(sp3)−H bonds. In this protocol, one‐electron oxidation of acetic acid was used to successfully generate methyl radical, which cleaves the benzylic C(sp3)−H bonds of the substrates via a hydrogen atom transfer (HAT) process, and further reaction with the formed species yields the targeted C(sp3)−H functionalized products. To the best of our knowledge, this is the first example of the use of acetic acid in a HAT process. Notably the reaction has environment‐friendly and fine atom economy nature: the reaction is driven by the electrochemical conditions in the absence of expensive or hazardous reagents, producing only gaseous small molecules, hydrogen, carbon dioxide, and methane, as side products.
- Subjects
ABSTRACTION reactions; METHYL radicals; SMALL molecules; ACETIC acid; CARBON dioxide; TRAFFIC safety; AMINATION
- Publication
ChemElectroChem, 2024, Vol 11, Issue 10, p1
- ISSN
2196-0216
- Publication type
Article
- DOI
10.1002/celc.202400061