Iimuro Haruka, Ishigaki Shiho, Araujo Dias Antônio Junio, Inoue Tomonori, Tanaka Ken, Nagashima Yuki
Department of Chemical Science and Engineering, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8550, Japan.
Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
J Org Chem. 2024 Nov 1;89(21):15623-15629. doi: 10.1021/acs.joc.4c01693. Epub 2024 Oct 9.
We have developed a visible-light-induced method to photolyze digermanes through single-electron oxidation using a photocatalyst, in contrast to direct excitation, to generate germyl radicals and achieve the hydro/deuteriogermylation of alkenes. This protocol allows the previously elusive incorporation of the small trimethylgermyl group and deuterium, metabolically stable bioisosteres of -butyl and hydrogen, respectively, making this approach attractive in not only organic synthesis but also medicinal chemistry.
我们开发了一种可见光诱导的方法,通过使用光催化剂进行单电子氧化来光解二锗烷,与直接激发不同,以生成锗基自由基并实现烯烃的氢/氘锗化反应。该方案允许分别引入以前难以实现的小的三甲基锗基和氘,它们分别是代谢稳定的叔丁基和氢的生物电子等排体,这使得该方法不仅在有机合成中而且在药物化学中都具有吸引力。