Issue 66, 2022

Palladium-catalyzed C–H trifluoromethylselenolation of arenes with [Me4N][SeCF3] and an oxidant

Abstract

Trifluoromethylselenolation of arenes with [Me4N][SeCF3] in the presence of an oxidant through Pd-catalyzed C(sp2)–H activation under the assistance of a directing group is established for the first time. The reaction tolerates different directing groups and a variety of functional groups, enabling selective installation of a SeCF3 moiety onto the ortho positions of arenes. Mechanistic studies revealed that the CF3SeSeCF3 intermediate in situ generated from oxidation of [Me4N][SeCF3] might be the real SeCF3 reagent in the reaction.

Graphical abstract: Palladium-catalyzed C–H trifluoromethylselenolation of arenes with [Me4N][SeCF3] and an oxidant

Supplementary files

Article information

Article type
Communication
Submitted
23 May 2022
Accepted
15 Jul 2022
First published
18 Jul 2022

Chem. Commun., 2022,58, 9238-9241

Palladium-catalyzed C–H trifluoromethylselenolation of arenes with [Me4N][SeCF3] and an oxidant

L. Liu, Y. Gu and C. Zhang, Chem. Commun., 2022, 58, 9238 DOI: 10.1039/D2CC02897B

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