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 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.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:146 |
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| Enthalten in: |
Journal of the American Chemical Society - 146(2024), 4 vom: 31. Jan., Seite 2583-2592 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Lasso, Juan D [VerfasserIn] |
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| Links: |
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| Anmerkungen: |
Date Revised 31.01.2024 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1021/jacs.3c11225 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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NLM367228963 |
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| 520 | |a 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 | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Castillo-Pazos, Durbis J |e verfasserin |4 aut | |
| 700 | 1 | |a Salgado, Jan Michael |e verfasserin |4 aut | |
| 700 | 1 | |a Ruchlin, Cory |e verfasserin |4 aut | |
| 700 | 1 | |a Lefebvre, Loric |e verfasserin |4 aut | |
| 700 | 1 | |a Farajat, Daliah |e verfasserin |4 aut | |
| 700 | 1 | |a Perepichka, Dmytro F |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Chao-Jun |e verfasserin |4 aut | |
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