10-苯基吩噻嗪-有机光催化未活化烯烃的溴-全氟烷基化反应
10-Phenylphenothiazine-Organophotocatalyzed Bromo-Perfluoroalkylation of Unactivated Olefins.
作者信息
Tagami Koto, Nakayama Moeko, Kanbara Tadashi, Cahard Dominique, Yajima Tomoko
机构信息
Department of Chemistry, Ochanomizu University, Tokyo 112-8610, Japan.
CNRS, UMR 6014 COBRA, Univ Rouen Normandie, INSA Rouen, Normandie Univ, INC3M FR 3038, F-76000 Rouen, France.
出版信息
J Org Chem. 2024 May 17;89(10):7084-7094. doi: 10.1021/acs.joc.4c00470. Epub 2024 Apr 25.
In this study, we have developed a smooth metal-free visible-light-induced bromo-perfluoroalkylation of unactivated olefins with the aid of 10-phenylphenothiazine (PTH) as an organic photoredox catalyst. The reaction is 100% atom-economic redox-neutral and proceeds with stoichiometric amounts of olefin and perfluoroalkyl bromide. To show the potential of these unexplored motifs, we carried out various postfunctionalizations taking advantage of the bromine atom, including gram-scale experiments.
在本研究中，我们借助10-苯基吩噻嗪（PTH）作为有机光氧化还原催化剂，开发了一种无金属的可见光诱导的未活化烯烃的溴代全氟烷基化反应。该反应是100%原子经济的氧化还原中性反应，以化学计量的烯烃和全氟烷基溴进行。为了展示这些未探索的反应模式的潜力，我们利用溴原子进行了各种后官能团化反应，包括克级规模的实验。
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