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10-Phenylphenothiazine-Organophotocatalyzed Bromo-Perfluoroalkylation of Unactivated Olefins
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2024-04-25 , DOI: 10.1021/acs.joc.4c00470
Koto Tagami 1, 2 , Moeko Nakayama 1 , Tadashi Kanbara 1 , Dominique Cahard 2 , Tomoko Yajima 1
Affiliation  

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.

中文翻译:

10-苯基吩噻嗪有机光催化未活化烯烃的溴代全氟烷基化

在这项研究中,我们借助 10-苯基吩噻嗪 (PTH) 作为有机光氧化还原催化剂,开发了一种平滑的无金属可见光诱导未活化烯烃的溴全氟烷基化反应。该反应是100%原子经济氧化还原中性的,并且使用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基序的潜力,我们利用溴原子进行了各种后功能化,包括克级实验。
更新日期:2024-04-26
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