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Lepori, Mattia ; Dey, Indrasish ; Pratley, Cassie ; Barham, Joshua P.

Merging New and Old Concepts: Tandem Oxidative Radical‐Polar Crossover Ritter Amidation via Multicomponent Photo‐ and Electrochemical Processes

Lepori, Mattia , Dey, Indrasish , Pratley, Cassie und 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.

Veröffentlichungsdatum dieses Volltextes: 11 Dez 2024 05:49
Artikel
DOI zum Zitieren dieses Dokuments: 10.5283/epub.59763


Zusammenfassung

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.



Beteiligte Einrichtungen


Details

DokumentenartArtikel
Titel eines Journals oder einer ZeitschriftEuropean Journal of Organic Chemistry
Verlag:Wiley
Seitenbereich:e202400840
Datum18 September 2024
InstitutionenChemie und Pharmazie > Institut für Organische Chemie
Identifikationsnummer
WertTyp
10.1002/ejoc.202400840DOI
Stichwörter / KeywordsAmination · Radical polar crossover · Single electron transfer · Ritter reaction · Amidation
Dewey-Dezimal-Klassifikation500 Naturwissenschaften und Mathematik > 540 Chemie
StatusVeröffentlicht
BegutachtetJa, diese Version wurde begutachtet
An der Universität Regensburg entstandenJa
URN der UB Regensburgurn:nbn:de:bvb:355-epub-597635
Dokumenten-ID59763

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