Author
Kawajiri, Takahiro API R&D Laboratory, Research Division, Shionogi & Co., Ltd.
Hosoya, Masahiro API R&D Laboratory, Research Division, Shionogi & Co., Ltd.
Goda, Satoshi API R&D Laboratory, Research Division, Shionogi & Co., Ltd.
Sato, Eisuke Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University
Suga, Seiji Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University ORCID Kaken ID researchmap
Abstract
We report a novel electrochemical oxidation of benzyl alcohols. We found that trifluoroethanol plays a role as a hydrogen atom transfer (HAT) mediator, enabling the oxidation of electron-deficient substrates that are difficult to directly oxidize on electrode surfaces. Density functional theory calculations, cyclic voltammetry measurements, and constant potential electrolysis studies supported the proposed HAT mechanism. Moreover, the obtained carbonyl compounds could be functionalized in an electrochemical one-pot manner, further highlighting their synthetic utility.
Note
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.5c01138.
This fulltext file will be available in Apr. 2026.
Published Date
2025-04-29
Publication Title
Organic Letters
Volume
volume27
Issue
issue18
Publisher
American Chemical Society (ACS)
Start Page
4737
End Page
4741
ISSN
1523-7060
NCID
AA11347843
Content Type
Journal Article
language
English
OAI-PMH Set
岡山大学
File Version
author
PubMed ID
DOI
Web of Science KeyUT
Funder Name
Shionogi & Co., Ltd.
Japan Society for the Promotion of Science
Ministry of Education, Culture, Sports, Science and Technology
助成番号
22K05115
23K13748
21H05207