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Boselli, Monica Fiorenza ; Ghosh, Indrajit ; Intini, Niccolò ; Fattalini, Marco ; Puglisi, Alessandra ; König, Burkhard ; Benaglia, Maurizio

Visible-Light Photoredox Catalytic Direct N-(Het)Arylation of Lactams

Boselli, Monica Fiorenza , Ghosh, Indrajit , Intini, Niccolò , Fattalini, Marco , Puglisi, Alessandra , König, Burkhard and Benaglia, Maurizio (2025) Visible-Light Photoredox Catalytic Direct N-(Het)Arylation of Lactams. Chemistry - A European Journal.

Date of publication of this fulltext: 18 Feb 2025 11:34
Article
DOI to cite this document: 10.5283/epub.75030


Abstract

Lactam rings are essential structural motifs in organic chemistry, widely present in natural products and clinically important drugs, such as antibiotics and antiepileptics. Existing methods for synthesizing N-functionalized lactams often require harsh conditions, toxic reagents, or complex catalytic systems. Here, we report a mild and efficient photochemical approach for generating N-centered ...

Lactam rings are essential structural motifs in organic chemistry, widely present in natural products and clinically important drugs, such as antibiotics and antiepileptics. Existing methods for synthesizing N-functionalized lactams often require harsh conditions, toxic reagents, or complex catalytic systems. Here, we report a mild and efficient photochemical approach for generating N-centered radicals, enabling straightforward N-heteroarylation of lactams. This versatile method enables the synthesis of a range of N-(het)arylated lactams and is effective even in aqueous media, facilitating the functionalization of biomolecules. Furthermore, the photochemical reaction is easily scalable under continuous flow conditions, making it highly suitable for large-scale applications.



Involved Institutions


Details

Item typeArticle
Journal or Publication TitleChemistry - A European Journal
Publisher:Wiley
Date5 February 2025
InstitutionsChemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Projects
Funded by: Deutsche Forschungsgemeinschaft (DFG) (444632635)
Identification Number
ValueType
10.1002/chem.202404385DOI
KeywordsFlow Chemistry · Lactams · Photocatalysis · Radical Reactions
Dewey Decimal Classification500 Science > 540 Chemistry & allied sciences
StatusPublished
RefereedYes, this version has been refereed
Created at the University of RegensburgPartially
URN of the UB Regensburgurn:nbn:de:bvb:355-epub-750309
Item ID75030

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