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

Titelangaben

Senapati, Sudip ; Kumar Hota, Sudhir ; Kloene, Lennard ; Empel, Claire ; Murarka, Sandip ; Koenigs, Rene M.:
C−H Alkylation of Heterocycles via Light‐Mediated Palladium Catalysis.
In: Angewandte Chemie International Edition. Bd. 64 (2025) . - e202417107.
ISSN 1521-3773
DOI: https://doi.org/10.1002/anie.202417107

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.

Weitere Angaben

Publikationsform: Artikel in einer Zeitschrift
Begutachteter Beitrag: Ja
Institutionen der Universität: Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie
Titel an der UBT entstanden: Nein
Themengebiete aus DDC: 500 Naturwissenschaften und Mathematik > 540 Chemie
Eingestellt am: 28 Mär 2025 07:30
Letzte Änderung: 28 Mär 2025 07:30
URI: https://eref.uni-bayreuth.de/id/eprint/93010