10-Phenylphenothiazine-Organophotocatalyzed Bromo-Perfluoroalkylation of Unactivated Olefins

10-Phenylphenothiazine-Organophotocatalyzed Bromo-Perfluoroalkylation of Unactivated Olefins

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 ole...

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Veröffentlicht in:Journal of organic chemistry 2024-05, Vol.89 (10), p.7084-7094
Hauptverfasser: Tagami, Koto, Nakayama, Moeko, Kanbara, Tadashi, Cahard, Dominique, Yajima, Tomoko
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Organic chemistry
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container_end_page 7094
container_issue 10
container_start_page 7084
container_title Journal of organic chemistry
container_volume 89
creator Tagami, Koto
Nakayama, Moeko
Kanbara, Tadashi
Cahard, Dominique
Yajima, Tomoko
description 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.
doi_str_mv 10.1021/acs.joc.4c00470
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Chemical Sciences
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title 10-Phenylphenothiazine-Organophotocatalyzed Bromo-Perfluoroalkylation of Unactivated Olefins
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