2026-09-07 北海道大学,名古屋大学
本研究の概要図。
＜関連情報＞
- https://www.hokudai.ac.jp/news/2026/09/post-2439.html
- https://pubs.acs.org/jacsat/article/148/32/34907/5243706/Photocatalytic-Activation-of-Fluoroform-for
フルオロホルムの光触媒的活性化によるラジカルトリフルオロメチル化反応 Photocatalytic Activation of Fluoroform for Radical Trifluoromethylation
Shun Zhou;Yan Song;Yu Harabuchi;Wataru Kanna;Hitomi Katsuyama;Simon J. Cooper;Kosaku Tanaka;Tsuyoshi Mita;Satoshi Maeda;Hiroki Hayashi
Journal of the American Chemical Society Published:August 04, 2026
DOI:https://doi.org/10.1021/jacs.6c10939
Abstract
Fluoroform is an ideal trifluoromethyl source in synthetic chemistry due to its low cost, low toxicity, and high potential for greenhouse-gas valorization. However, the use of fluoroform has been largely limited to the generation of trifluoromethyl anions or metal-bound species; direct access to the trifluoromethyl radical remains elusive, despite the broad applicability of radical trifluoromethylation for preparing medicinally important compounds. Here, we report a method for radical trifluoromethylation using fluoroform by leveraging the reactivity of ketones in combination with a Brønsted base under photoirradiation. The ketone-mediated photochemical activation provides access to the trifluoromethyl radical from fluoroform via a photoexcited alkoxide intermediate without exogenous redox reagents, enabling radical trifluoromethylation of alkenes and arenes under mild conditions. The developed system is amenable to a photocatalytic protocol, late-stage trifluoromethylation of complex molecules, and upgrading bulk chemicals into high-value trifluoromethylated compounds.
