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Synlett 2024; 35(04): 445-450
DOI: 10.1055/a-2145-8697
DOI: 10.1055/a-2145-8697
cluster
11th Singapore International Chemistry Conference (SICC-11)
Aminoacylation of Alkenes by Cooperative NHC and Photoredox Catalysis
This work was funded by the Deutsche Forschungsgemeinschaft (DFG) (German Research Foundation) (GRK 2678 – 437785492) and the Verband der Chemischen Industrie e.V. (VCI) (Ph.D. fellowship to L.L.).
Abstract
Cooperative NHC and photoredox catalysis has gained significant attention as an emerging research field in recent years. Herein, we report a cyclizing aminoacylation of alkenes, which is enabled through the combination of these two catalytic modes. The key step is a radical/radical cross-coupling between a persistent ketyl radical and a transient benzylic or aliphatic C-radical, which is generated through radical cyclization of an oxidatively formed amidyl radical. Several carbamates, amides and sulfonamides containing an alkene moiety and different acyl fluorides can be used as substrates. The resulting products are obtained in moderate to good yields.
Key words
NHC catalysis - photoredox catalysis - radical cyclization - radical acylation - nitrogen radicalsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2145-8697.
- Supporting Information
Publikationsverlauf
Eingereicht: 22. Juni 2023
Angenommen nach Revision: 01. August 2023
Accepted Manuscript online:
01. August 2023
Artikel online veröffentlicht:
12. September 2023
© 2023. Thieme. All rights reserved
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For selected reviews on NHCs and NHC catalysis, see:
For selected reviews on radical NHC catalysis, see:
For selected reviews on nitrogen-centered radicals, see:
For redox potentials, see: