A research paper authored by Shibata Laboratory published in an American Chemical Society journal was selected as "Supplementary Cover Art."
Category：News｜Publishing : August 8, 2022
A research paper titled "Regioselective Synthesis of Pyridine-SF4-Methyl Ketones via Hydration of Pyridine-SF4-Alkynes" authored by Kentaro Iwaki (then Creative Engineering Program, Department of Engineering, 2nd year of Master's Course), Kazuhiro Tanagawa (then Department of Life Science and Applied Chemistry, 2nd year of Master's Course), Soichiro Mori (Life Science and Applied Chemistry Program, Department of Engineering, 2nd year of Master's Course) et al. at Shibata Laboratory published in Organic Letters, a scientific journal published by the American Chemical Society (ACS), was highly evaluated and selected as "Supplementary Cover Art" of Organic Letters Vol. 24, No. 18 (published on May 13) (Fig. 1).
The following is a description of this highly evaluated research paper. The tetrafluoro-λ6-sulfanyl structure (SF4) has the electronic characteristics of high electron-withdrawing effect and fat solubility, major characteristics of fluorine, and the structural characteristic of unconjugated linear geometry. Since these characteristics are not found in conventional functional groups, they are expected to be applied to medical and agrochemical products and functional materials with new functions. However, there have been very few reports due to difficulties in synthesis. In this study, Iwaki et al. at Shibata Laboratory succeeded in developing pyridine-SF4-methyl ketones from the hydration reaction of alkynes containing SF4, and found that they smoothly initiate reduction, esterification, and various other reactions of carbonyl compounds. Pyridine-SF4-methyl ketones are expected to be a powerful tool for the development of materials and drugs with SF4 (Fig. 2).
<Journal containing this article>
Journal name: Organic Letters
Title: Regioselective Synthesis of Pyridine-SF4-Methyl Ketones via Hydration of Pyridine-SF4-Alkynes
Authors: Kentaro Iwaki, Kazuhiro Tanagawa, Mori Soichiro, Yuji Sumii, Osamu Nagata, and Norio Shibata
Article information: DOI: 10.1021/acs.orglett..2c00998