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Merging New and Old Concepts: Tandem Oxidative Radical‐Polar Crossover Ritter Amidation via Multicomponent Photo‐ and Electrochemical Processes
Lepori, Mattia
, Dey, Indrasish
, Pratley, Cassie
and Barham, Joshua P.
(2024)
Merging New and Old Concepts: Tandem Oxidative Radical‐Polar Crossover Ritter Amidation via Multicomponent Photo‐ and Electrochemical Processes.
European Journal of Organic Chemistry, e202400840.
Date of publication of this fulltext: 11 Dec 2024 05:49
Article
DOI to cite this document: 10.5283/epub.59763
Abstract
Nitrogen-containing drug molecules and pharmaceuticals are ubiquitous, rendering the construction of C−N bonds a crucial target in methodology development. The Ritter reaction is a well-established method for accessing C−N bonds by generating amide functionality through the reaction of carbocations and nitriles. Since its discovery back in 1948, the Ritter reaction has progressively advanced ...
Nitrogen-containing drug molecules and pharmaceuticals are ubiquitous, rendering the construction of C−N bonds a crucial target in methodology development. The Ritter reaction is a well-established method for accessing C−N bonds by generating amide functionality through the reaction of carbocations and nitriles. Since its discovery back in 1948, the Ritter reaction has progressively advanced towards milder and more sustainable conditions for carbocation generation. In this regard, notable contributions have been made by means of single electron transfer (SET) chemistry. Nowadays, photo- and electrochemistry are established methods of choice for the generation of reactive radical intermediates and their subsequent oxidation via radical-polar crossover (RPC) mechanism. We review recent examples of tandem RPC and Ritter-type protocols, demonstrating how photo- and electrochemical energies have been effectively harvested to expand the precursor pool for the Ritter reaction as well as reimagining the process with novel mechanisms and additives.
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| Item type | Article | ||||
| Journal or Publication Title | European Journal of Organic Chemistry | ||||
| Publisher: | Wiley | ||||
|---|---|---|---|---|---|
| Page Range: | e202400840 | ||||
| Date | 18 September 2024 | ||||
| Institutions | Chemistry and Pharmacy > Institut für Organische Chemie | ||||
| Identification Number |
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| Keywords | Amination · Radical polar crossover · Single electron transfer · Ritter reaction · Amidation | ||||
| Dewey Decimal Classification | 500 Science > 540 Chemistry & allied sciences | ||||
| Status | Published | ||||
| Refereed | Yes, this version has been refereed | ||||
| Created at the University of Regensburg | Yes | ||||
| URN of the UB Regensburg | urn:nbn:de:bvb:355-epub-597635 | ||||
| Item ID | 59763 |
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