C−H Alkylation of Heterocycles via Light‐Mediated Palladium Catalysis

Abstract: Methods enabling direct C−H alkylation of heterocycles are of fundamental importance in the late‐stage modification of natural products, bioactive molecules, and medicinally relevant compounds. However, there is a scarcity of a general strategy for the direct C−H alkylation of a variety of heterocycles using commercially available alkyl surrogates. We report an operationally simple palladium‐catalyzed direct C−H alkylation of heterocycles using alkyl halides under the visible light irradiation with good scalability and functional group tolerance. Our studies suggest that the photoinduced alkylation proceeds through a cascade of events comprising, site‐selective alkyl radical addition, base‐assisted deprotonation, and oxidation. A combination of experiments and computations was employed for the generalization of this strategy, which was successfully translated towards the modification of natural products and pharmaceuticals.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: C−H Alkylation of Heterocycles via Light‐Mediated Palladium Catalysis ; day:21 ; month:11 ; year:2024 ; extent:8 ; Angewandte Chemie ; (21.11.2024) (gesamt 8)

Contributors, Places and Time

• Creator: Senapati, Sudip ; Kumar Hota, Sudhir ; Kloene, Lennard ; Empel, Claire ; Murarka, Sandip ; Koenigs, Rene M.

Further information

• DOI: 10.1002/ange.202417107
• URN: urn:nbn:de:101:1-2411221349138.283731676469
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 15.08.2025, 7:35 AM CEST