A General Platform for Visible Light Sulfonylation Reactions Enabled by Catalytic Triarylamine EDA Complexes

Catalytic electron donor–acceptor (EDA) complexes have recently emerged as a powerful and sustainable alternative to iridium- and ruthenium-based photoredox synthetic methods. Yet, these complexes remain underexplored and reliant on the use of meticulously designed acceptors that require previous in...

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Veröffentlicht in:Journal of the American Chemical Society 2024-01, Vol.146 (4), p.2583-2592
Hauptverfasser: Lasso, Juan D., Castillo-Pazos, Durbis J., Salgado, Jan Michael, Ruchlin, Cory, Lefebvre, Loric, Farajat, Daliah, Perepichka, Dmytro F., Li, Chao-Jun
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container_end_page 2592
container_issue 4
container_start_page 2583
container_title Journal of the American Chemical Society
container_volume 146
creator Lasso, Juan D.
Castillo-Pazos, Durbis J.
Salgado, Jan Michael
Ruchlin, Cory
Lefebvre, Loric
Farajat, Daliah
Perepichka, Dmytro F.
Li, Chao-Jun
description Catalytic electron donor–acceptor (EDA) complexes have recently emerged as a powerful and sustainable alternative to iridium- and ruthenium-based photoredox synthetic methods. Yet, these complexes remain underexplored and reliant on the use of meticulously designed acceptors that require previous installation. Herein, we report a novel EDA complex employing tris­(4-methoxyphenyl) amine as a catalytic donor for the sulfonylation of alkenes using inexpensive and readily available sulfonyl chlorides. Applying this operationally simple, visible-light-mediated general platform, we report both the redox-neutral and net-reductive functionalization of more than 60 substrates, encompassing vinylic or allylic sulfonylation, hydrosulfonylation, and sulfamoylation of activated and unactivated alkenes and alkynes.
doi_str_mv 10.1021/jacs.3c11225
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title A General Platform for Visible Light Sulfonylation Reactions Enabled by Catalytic Triarylamine EDA Complexes
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